Benzamidoxime derivatives, process production thereof, and agrohorticultural bactericide

ABSTRACT

The present invention relates to benzamidoxime derivatives represented by the formula  I!; ##STR1## wherein R 1  is unsubstituted or substituted C 1  -C 4  alkyl, unsubstituted or substituted C 2  -C 4  alkenyl or unsubstituted or substituted C 2  -C 4  alkynyl, R 2  is phenyl optionally having substituents or heterocycle optionally having substituents, X 1 , X 2 , X 3  and X 4  are each independently hydrogen, halogen, C 1  -C 4  alkyl, C 1  -C 4  haloalkyl, C 1  -C 4  alkoxy, C 1  -C 4  haloalkoxy, C 1  -C 4  alkylthio or the like, and r 1  and r 2  are each independently hydrogen, C 1  -C 4  alkyl or the like, having excellent fungicidal activity and being useful as a fungicide for agricultural and horticultural use, and methods for preparation thereof.

This application is a 371 of PCT/JP95/02596 filed Dec. 18, 1995.

TECHNICAL FIELD

The present invention relates to novel benzamidoxime derivatives, methods for preparation thereof and fungicides for agricultural and horticultural uses.

BACKGROUND ART

In farming of agricultural and horticultural crops in the past, various fungicides have been used for the control of plant diseases on the crops, however, many of them are not enough useful because of their insufficient effectiveness in plant disease control, the limitation in their use due to the appearance of resistant strain of plant disease pathogens to the fungicides, the development of phytotoxicity and contamination to the crops, and/or their strong toxicity to humans, domestic animals and wildlife. For this reason, there is still intensive requirement to develop safe fungicides for agricultural and horticultural uses, which do not have the disadvantages as described above.

Some benzamidoxime derivatives, which are close to the compounds of the present invention, and their use as fungicides have been disclosed in Japanese Patent Laid-opened No. Hei 2-6453 Gazette. However, it is obvious that the biological activity of those benzamide oxime derivatives are not enough in the practical plant disease control.

Therefore, it is an object of the present invention to provide novel compounds which can be a fungicide for agricultural and horticultural use capable of advantageously manufacturing the compound in an industrial scale, controlling plant diseases steadily and using it safely.

DISCLOSURE OF THE INVENTION

The present invention is directed to benzamidoxime derivatives represented by a general formula I!; ##STR2## wherein R¹ is unsubstituted or substituted C₁ -C₄ alkyl, unsubstituted or substituted C₂ -C₄ alkenyl or unsubstituted or substituted C₂ -C₄ alkynyl, R² is phenyl optionally having substituents or heterocycle optionally having substituents, X¹ is C₁ -C₄ haloalkyl, X², X³, X⁴ and X⁵ are each independently hydrogen, halogen, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ alkylthio, C₁ -C₄ alkylsulfinyl, C₁ -C₄ alkylsulfonyl, nitro, amino or C₁ -C₄ alkylcarbonylamino, and r¹ and r² are each independently hydrogen, halogen, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ alkylthio or amino, or r¹ and r² may form carbonyl in together, and, the present invention is also directed to methods for preparation thereof and fungicides for agricultural and horticultural use comprising the said derivatives.

In the present invention, for the examples of C₁ -C₄ alkyl of the unsubstituted or substituted C₁ -C₄ alkyl represented by R¹, methyl, ethyl, propyl, isopropyl, butyl, isobutyl and t-butyl can be given.

For the examples of C₂ -C₄ alkenyl of the unsubstituted or substituted C₂ -C₄ alkenyl represented by R¹, vinyl, 1-propenyl, 2-propenyl, isopropenyl, 1-butenyl, 2-butenyl and 3-butenyl can be given. For the examples of C₂ -C₄ alkynyl of the unsubstituted or substituted C₂ -C₄ alkynyl represented by R¹, ethynyl, propargyl, 2-butynyl and 3-butynyl can be given.

Further, in all of the unsubstituted or substituted C₁ -C₄ alkyl, the unsubstituted or substituted C₂ -C₄ alkenyl and the unsubstituted or substituted C₂ -C₄ alkynyl represented by R¹ ; C₃ -C₈ cycloalkyl, such as cyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl and cycloheptyl; C₃ -C₈ halocycloalkyl, such as 1-fluorocyclopropyl, 2-fluorocyclopropyl, 1-chlorocyclopropyl, 2-chlorocyclopropyl, 2,2-difluorocyclopropyl, 2,2-dichlorocyclopropyl, 2-fluorocyclopentyl, 3-fluorocyclopentyl, 2-chlorocyclopentyl, 3-chlorocyclopentyl, 3,4-difluorocyclohexyl, 3,4-dichlorocyclohexyl and 3,4-dibromosilocyclohexy 1; C₃ -C₈ cycloalkenyl, such as 2-cyclohexenyl and 3-cyclohexenyl; halogens, such as fluorine, chlorine, bromine and iodine; C₁ -C₄ alkoxy, such as methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy, isobutyloxy and t-butyloxy; unsubstituted, mono-substituted or di-substituted amino by C₁ -C₄ alkyl, such as amino, methylamino and dimethylamino; unsubstituted, mono-substituted or di-substituted carbamoyl by C₁ -C₄ alkyl, such as carbamoyl, methylcarbamoyl and dimethylcarbamoyl; C₁ -C₄ alkylthio, such as methylthio, ethylthio, propylthio and isopropylthio; C₁ -C₄ alkylsulfinyl, such as methylsulfinyl and ethylsulfinyl; C₁ -C₄ alkylsulfonyl, such as methylsulfonyl and ethylsulfonyl; C₁ -C₄ alkoxycarbonyl, such as methoxycarbonyl and ethoxycarbonyl; carboxy and cyano, can be given for the examples of the substituents for any of C₁ -C₄ alkyl, C₂ -C₄ alkenyl and C₂ -C₄ alkynyl.

However, straight chain or branched C₁ -C₄ alkyl being unsubstituted or substituted is more preferable for the examples of the substituent represented by R¹. More particularly, straight chain or branched C₁ -C₄ alkyl, such as methyl, ethyl, propyl, isopropyl, butyl, s-butyl and t-butyl; a group represented by a general formula, R³ CH₂, wherein R³ is C₃ -C₈ cycloalkyl, C₁ -C₃ haloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ alkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ alkoxycarbonyl, cyano, amino, C₁ -C₃ monoalkylamino, C₁ -C₃ dialkylamino or acylamino, such as C₁ -C₈ cycloalkylmethyl including cyclopropylmethyl, cyclobutylmethyl, cyclopentylmethyl and cyclohexylmethyl, C₁ -C₈ cyclohaloalkylmethyl including 2-fluorocyclopropylmethyl, 1-fluorocyclopropylmethyl, 1,2-difluorocyclopropylmethyl and 3,4-dibromocyclohexyl, C₁ -C₄ haloalkyl including 2-chloroethyl, 2-fluoroethyl, 2,2-dichloroethyl, 2,2-difluoroethyl and 2,2,2-trifluoroethyl, C₁ -C₄ alkoxymethyl including methoxymethyl, ethoxymethyl and propoxymethyl, C₂ -C₄ alkynyl including propargyl, C₂ -C₄ alkenyl including allyl, 2-butenyl, cyanomethyl, alkoxycarbonylmethyl including methoxycarbonylmethyl and ethoxycarbonylmethyl, alkylthiomethyl including methylthiomethyl and ethylthiomethyl, alkylsulfinylmethyl including methylsulfinylmethyl and ethylsulfinylmethyl, alkylsulfonylmethyl including methylsulfonylmethyl and ethylsulfonylmethyl, aminomethyl, substituted aminomethyl including N-methylaminomethyl, N,N-dimethylaminomethyl, N-acetylaminomethyl and N-benzoylaminomethyl, can be given for the examples of the straight chain or branched C₁ -C₄ alkyl being unsubstituted or unsubstituted described above.

For the examples of heterocycle of the unsubstituted or substituted heterocycle group represented by R², 5- or 6-membered aromatic heterocycle containing 1-4 heteroatoms, such as N, O and S, such as pyridine ring, fran ring, thiophene ring, pyrazole ring, imidazole ring, triazole ring, pyrrole ring, pyrazine ring, pyrimidine ring, pyridazine ring, oxazole ring, isoxazole ring and thiazole ring, can be given.

The substituents for phenyl and heterocycle represented by R² may substitute one or more optional positions of the benzene ring or the heterocycle thereof and may be different with each other if 2 or more positions are substituted thereby. For the preferable examples of the substituents described hereinabove, halogens, such as fluorine, chlorine and bromine, C₁ -C₄ alkyl, such as methyl, ethyl, propyl, isopropyl, butyl and t-butyl, C₁ -C₄ alkoxy, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy and t-butoxy, C₂ -C₄ alkenyloxy, such as allyoxy and crotyloxy, C₂ -C₄ alkynyloxy, such as propargyloxy, C₁ -C₄ haloalkyl, such as chloromethyl, fluoromethyl, bromomethyl, dichloromethyl, difluoromethyl, trichloromethyl, trifluoromethyl, tribromomethyl, trifluoroethoxy and pentafluoroethoxy, and C₁ -C₄ haloalkoxy, such as chloromethoxy, fluoromethoxy, bromomethoxy, dichloromethoxy, difluoromethoxy, trichloromethoxy, trifluoromethoxy, tribromomethoxy and trifluoroethoxy, can be given,

For the examples of the C₁ -C₄ haloalkyl represented by X¹, straight chain or branched C₁ -C₄ haloalkyl, such as chloromethyl, dichloromethyl, trichloromethyl, difluoromethyl, trifluoromethyl, bromomethyl, dibromomethyl, chloroethyl, fluoroethyl, dichloroethyl, difluoroethyl, trifluoroethyl, tetrafluoroethyl, pentafluoroethyl, chloropropyl, fluoropropyl, perfluoropropyl, chloroisopropyl, fluoroisopropyl, perfluoroisopropyl, chlorobutyl, fluorobutyl, perfluorobutyl, chloroisobutyl, fluoroisobutyl, perfluoroisobutyl, chloro-s-butyl, fluoro-s-butyl, perfluoro-s-butyl, chloro-t-butyl, fluoro-t-butyl and perfluoro-t-butyl, can be given.

For the examples of halogen atoms represented by X², X³, X⁴ and X⁵, fluorine, chlorine, bromine and iodine can be given, and for the examples of the C₁ -C₄ alkyl represented by X², X³, X⁴ and X⁵, methyl, ethyl, propyl, isopropyl, butyl, isobutyl and t-butyl can be given, and further for the examples of the C₁ -C₄ haloalkyl represented by X², X³, X⁴ and X⁵, straight chain or branched C₁ -C₄ haloalkyl, such as chloromethyl, dichloromethyl, trichloromethyl, difluoromethyl, trifluoromethyl, bromomethyl, dibromomethyl, chloroethyl, fluoroethyl, dichloroethyl, difluoroethyl, trifluoroethyl, tetrafluoroethyl, pentafluoroethyl, chloropropyl, fluoropropyl, perfluoropropyl, chloroisopropyl, fluoroisopropyl, perfluoroisopropyl, chlorobutyl, fluorobutyl, perfluorobutyl, chloroisobutyl, fluoroisobutyl, perfluoroisobutyl, chloro-s-butyl, fluoro-s-butyl, perfluoro-s-butyl, chloro-t-butyl, fluoro-t-butyl and perfluoro-t-butyl, can be given, and still for the examples of the C₁ -C₄ alkoxy represented by X², X³, X⁴ and X⁵, methoxy, ethoxy, propyloxy, isopropyloxy, butyloxy, isobutyloxy and t-butyloxy can be given. In addition, for the examples of the C₁ -C₄ alkylthio represented by X², X³, X⁴ and X⁵, methylthio, ethylthio, propylthio, isopropylthio, butylthio, isobutylthio and t-butylthio can be given, and for the examples of the C₁ -C₄ haloalkoxy represented by X², X³, X⁴ and X⁵, trifluoromethoxy, difluoromethoxy, trichloromethoxy, trifluoroethoxy and tetrafluoroethoxy can be given.

Furthermore, for the examples of the groups represented by r¹ and r², which may be the same or different groups with each other, hydrogen, halogen atoms, such as fluorine, chlorine, bromine and iodine, C₁ -C₄ alkyl, such as methyl, ethyl, propyl, isopropyl, butyl and t-butyl, C₁ -C₄ alkoxy, such as methoxy, ethoxy, propoxy, isopropoxy, butoxy and t-butoxy, C₁ -C₄ alkylthio, such as methylthio, ethylthio, propylthio, ispropylthio, butylthio and t-butylthio, C₁ -C₄ haloalkyl, such as trifluoromethyl, trichloromethyl, tribromomethyl, trifluoroethyl, chloromethyl, fluoromethyl and pentafluoroethyl, and amino can be given. Moreover, r¹ and r² may in together form a carbonyl group.

(Manufacturing of the Compounds)

The compounds of the present invention can be manufactured according to the following reaction formula; ##STR3## wherein Hal represents halogen, and R¹, R², X¹, X², X³, X⁴, X⁵, r₁ and r₂ are as described above.

The reaction described above is carried out by reacting the compound represented by the general formula II! and the compound represented by the general formula III! in an organic solvent for from 10 min. to several dozens of hours at a temperature range of from 0° C. to the boiling point of the solvent used and in the presence of a base, if appropriate.

For the examples of the solvent usable in the reaction described above, aromatic hydrocarbons, such as benzene and toluene, ethers, such as THF and diethyl ether, halogenated hydrocarbons, such as chloroform and dichloro methane, amides, such as DMF, DMSO, acetonitrile and the mixture of the solvent exemplified above, can be given.

As the base usable in the reaction, pyridine, triethyl amine, DBU, sodium hydroxide, sodium carbonate, potassium carbonate or the like can be exemplified.

After completed the reaction, the objective compounds can be obtained by taking an ordinary post-treatment procedure and allowing the products to the purification by using silica gel column chromatography or the else.

Whereas, the raw material compound of the present invention, represented by the general formula II! can be synthesized according to the following reaction formula; ##STR4## wherein L is an eliminating group, such as paratoluenesulfonyloxy, methylsulfonyloxy and halogen atoms, and R¹, X¹, X², X³, X⁴ and X⁵ are as described above.

The first step reaction in the reaction formula shown above is to obtain a benzamide oxime compound represented by the general formula V!, wherein a nitrile compound represented by the general formula IV! and hydroxyl amine hydrochloride are allowed to a reaction for 10 min. to several dozens of hours in an inactive solvent and in the presence of a base at a temperature range of from 0° C. to the boiling point of the solvent used.

For the examples of the solvent usable in the reaction described above, alcohols, such as methanol, ethanol and propanol, ethers, such as THF and diethyl ether, amides, such as DMF, DMSO, water and the mixture of the solvent exemplified hereinabove, can be given.

Further, for the examples of the base usable in the reaction described above, sodium carbonate, sodium hydrogencarbonate, potassium carbonate, sodium hydroxide, potassium hydroxide, triethyl amine, pyridine and the like can be given.

The second step reaction in the reaction formula shown above is to obtain the raw material compound represented by the general formula II!, wherein the compound represented by the general formula V! and a compound represented by a general formula, R¹ --L, are allowed to a reaction for 10 min. to several dozens of hours in a solvent and in the presence of a base at a temperature range of from -15° C. to the boiling point of the solvent used.

For the examples of the base usable in the second step reaction, metal alkoxide, such as sodium methoxide and sodium ethoxide, inorganic bases, such as sodium hydride, sodium hydroxide, potassium hydroxide and potassium carbonate, and organic bases, such as triethyl amine and pyridine, can be given.

Furthermore, if appropriate, catalysts may be used in the second step reaction, though it depends on the type of the solvent and the base to be used. For the examples of the catalysts usable in the reaction, crown ethers, such as 18-crown-6 and dicyclohexyl-18-crown-6, tetrabutyl ammonium bromide and other chlorides, quaternary ammonium salts, such as methyltrioctyl ammonium chloride and benzyltriethyl ammonium chloride, and phosphonium salts, such as tetraphenyl phosphonium bromide and hexadecyltributyl phosphonium iodide, can be given.

The chemical structures of the compounds of the present invention were determined by using NMR, IR, MS and the other analytical apparatuses.

BEST MODE FOR CARRYING OUT THE INVENTION

Now, the present invention is further described in detail with referring to the examples described hereinbelow.

EXAMPLE 1

Preparation of N'-cyclopropylmethyloxy-N-(4-methoxyphenyl)acetyl-2-fluoro-6-trifluoromethylbenzamidine(Compound No. 56) ##STR5##

In 200 ml of benzene was dissolved 20.0 g of N'-cyclopropylmethyloxy-2-fluoro-6-trifluoromethylbenzamidine, and to the solution was added 16. 0 g of 4-methoxyphenylacetylchloride. The solution was heated under refluxing for 10 hours. After cooling, ethyl acetate was added to the solution, followed by washing with water and drying over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography to obtain 23.6 g of the objective compound.m.p. 75°-76° C.

EXAMPLE 2

Preparation N'-cyclopropylmethyloxy-N-(4-methoxyphenyl)acetyl-2-trifluoromethyl benzamidine (Compound No. 12) ##STR6##

In 80 ml of benzene was dissolved 10.4 g of N'-cyclopropylmethyloxy-2-fluoro-6-trifluoromethylbenzamidine, and to the solution was added 8.9 g of 4-methoxyphenylacetylchloride. The solution was heated under refluxing for 3 hours. After cooling, ethyl acetate was added to the solution, followed by washing with water and drying over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure and the residue obtained in crystal was washed with a mixed solvent hexane and ether to thereby obtain 13.7 g of crude crystal. The crystal was then re-crystallized in hexane, thereby affording 11.5 g of the objective compound.m.p. 88°-90° C.

Now, the examples for preparing the raw material compounds described above to be used for the preparing of the compounds of the present invention are described hereinbelow.

Reference Example 1

Preparation of 2-fluoro-6-trifluoromethylbenzamidoxime ##STR7##

In 540 ml of methanol was dissolved 58.8 g of hydroxylamine hydrochloride and to the solution was added 160 ml of aqueous solution of sodium carbonate containing 49.4 g thereof. 40 g of 2-fluoro-6-trifluoromethylbenzonitrile was added thereto at room temperature with stirring, and then further stirred 3 hours at 60° C. After removing the solvent methanol by distillation from the solution, the solution was extracted with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and it was concentrated under reduced pressure, thereby obtaining crude crystals. The crystals were then added with 200 ml of 3N aqueous solution of hydrochloric acid and thoroughly stirred, then the insoluble substance resulted in the solution was removed by filtration. The filtrate was then neutralized with 10% aqueous solution of sodium hydroxide under cooling and then extracted again with ethyl acetate. The organic layer was dried over anhydrous magnesium sulfate, and the solution was concentrated under reduced pressure to obtain 26.6 g of the objective compound.

m.p. 155°-157° C.

The examples of benzamide oxime derivatives represented by the general formula V!, which can be manufactured according to the methods as described above, are given in Table 1 hereinbelow.

                  TABLE 1                                                          ______________________________________                                         Chemical formula                                                                ##STR8##                                                                      X.sup.2  X.sup.3 X.sup.4  X.sup.5                                                                               Physical const.                               ______________________________________                                         H        H       H        H      mp 124-126° C.                         H        H       H        Cl     mp 112-115° C.                         H        H       Cl       F      mp 107-108° C.                         H        H       Cl       Cl     n.sub.D.sup.24.0 1.5210                       H        H       H        F      mp 155-157° C.                         H        H       F        F      mp 105-107° C.                         H        H       F        Cl     mp 98-99° C.                           H        H       CF.sub.3 Cl     mp 97-99° C.                           ______________________________________                                    

Reference Example 2

Preparation of N'-cyclopropylmethyloxy-2-fluoro-6-trifluoromethylbenzamidine ##STR9##

In 100 ml of DMF was dissolved 26.6 g of 2-fluoro-6-trifluoromethylbenzamidoxime and 17.8 g of cyclopropylmethylbromide, and to the solution was added 4.8 g of sodium hydride (60% in oil) at 10° C. over 30 min. The solution was then stirred for 3 hours, and the solution reacted was poured into ice-water and extracted with ethyl acetate. The organic layer was washed with water and dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography to obtain 24.8 g of the objective compound.

m.p. 63°-64° C.

Reference Examples 3

Preparation of N'-cyclopropylmethyloxy-3,6-bistrifluoromethyl-2-chlorobenzamidine

Preparation of N'-cyclopropylmethyloxy-3,6-bistrifluoromethyl-2-chlorobenzamidine ##STR10##

In 10 ml of chloroform was dissolved 0.60 g of 3,6-bistrifluoromethyl-2-chlorobenzamidoxime and 0.50 g of cyclopropylmethylbromide, and to the solution was added 0.1 g of tetrabutylammonium bromide at room temperature with stirring, and then 1.2 ml of 10% aqueous solution of sodiunhydroxide, then stirred for 3 hours at 30°-40° C. The solution was washed with water, washed with saturated saline solution and dried over anhydrous magnesium sulfate. The organic layer was concentrated under reduced pressure and the residue was subjected to silica gel column chromatography to obtain 0.40 g of the objective compound.m.p. 75°-80° C.

The examples of benzamidoxime derivatives represented by the general formula II!, which can be prepared according to the methods similar to the methods as described above, are given in Table 2 hereinbelow.

                  TABLE 2                                                          ______________________________________                                         Chemical formula                                                                ##STR11##                                                                     X.sup.2                                                                              X.sup.3                                                                               X.sup.4 X.sup.5                                                                             R.sup.1   Physical const.                            ______________________________________                                         H     H      H       H    CH.sub.2 cPr                                                                             n.sub.D.sup.24.5 1.4917                    H     H      H       F    Et        mp 64-66° C.                        H     H      H       F    iPr       n.sub.D.sup.24.0 1.4789                    H     H      H       F    CH.sub.2 C(CH.sub.3).sub.3                                                               mp 97-98° C.                        H     H      H       F    CH.sub.2 CHCH.sub.2                                                                      mp 69-70° C.                        H     H      H       F    CH.sub.2 CCH                                                                             n.sub.D.sup.23.5 1.5011                    H     H      H       Cl   CH.sub.2 cPr                                                                             mp 43-46° C.                        H     H      Cl      F    CH.sub.2 cPr                                                                             mp 71-73° C.                        H     H      Cl      Cl   CH.sub.2 CCH                                                                             n.sub.D.sup.23.5 1.5360                    Cl    H      H       Cl   CH.sub.2 cPr                                                                             n.sub.D.sup.23.5 1.5308                    H     H      Cl      Cl   CH.sub.2 cPr                                                                             mp 73-75° C.                        H     H      F       F    CH.sub.2 cPr                                                                             mp 43-45° C.                        H     H      F       Cl   CH.sub.2 cPr                                                                             mp 54-55° C.                        H     H      CF.sub.3                                                                               Cl   CH.sub.2 cPr                                                                             mp 75-78° C.                        ______________________________________                                          *cPr represnts cyclopropylmethyl in the tables.                          

Now, the representative examples for the compounds of the present invention, which can be manufactured according to the praparation methods similar to the ones described in Examples 1 and 2, are given in Tables 3 and 4. However, it should be noted that X¹, X², X³, X⁴, X⁵, R¹, R², r₁ and r₂ given in the Tables 3 and 4 correspond to X¹, X², X³, X⁴, X⁵, R¹, R², r₁ and r₂ given for the compounds represented by the general formula I!, respectively.

                                      TABLE 3                                      __________________________________________________________________________     (r.sup.1, r.sup.2 = H)                                                                                                 Physical const.                                                                mp. (°C.)                       No.                                                                               X.sup.1                                                                           X.sup.2                                                                           X.sup.3                                                                           X.sup.4                                                                            X.sup.5                                                                            R.sup.1   R.sup.2   refractive index                       __________________________________________________________________________     1  CF.sub.3                                                                          H  H  H   H   Et        Ph-4-OMe  72-73                                  2  CF.sub.3                                                                          H  H  H   H   Me        Ph-4-OMe                                         3  CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             2-thienyl 93-95                                  4  CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             3-thienyl 92-93                                  5  CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                                                           100-101                                6  CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             Ph-2-F    84-85                                  7  CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             Ph-2-F,4-OMe                                                                             84-85                                  8  CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             Ph-3-Me   81-82                                  9  CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                                                            77-79                                  10 CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             Ph-4-F    113-114                                11 CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             Ph-4-Me   80-81                                  12 CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             Ph-4-OMe  88-90                                  13 CF.sub.3                                                                          H  H  H   H   CH.sub.2 cPr                                                                             Ph        100-102                                14 CF.sub.3                                                                          H  H  H   H   nBu       Ph-4-OMe                                         15 CF.sub.3                                                                          H  H  H   H   tBu       Ph-4-OMe                                         16 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe  n.sub.D.sup.27.0 1.5290                17 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CHCH.sub.2                                                                      Ph        n.sub.D.sup.26.5 1.5132                18 CF.sub.3                                                                          H  H  H   F   CH(CH.sub.3)CHCH.sub.2                                                                   Ph-4-OMe  76-78                                  19 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CHCHCl                                                                          Ph-4-OMe  n.sub.D.sup.25.4 1.5333                20 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CHCCl.sub.2                                                                     Ph-4-OMe  n.sub.D.sup.25.7 1.5362                21 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CHCHCH.sub.3                                                                    Ph-4-OMe  n.sub.D.sup.23.2 1.5148                22 CF.sub.3                                                                          H  H  H   F   Et        Ph-4-OMe  70-73                                  23 CF.sub.3                                                                          H  H  H   F   Et        Ph        59-61                                  24 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe  n.sub.D.sup.24.0 1.5330                25 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CHF.sub.2                                                                       Ph-4-OMe  78-80                                  26 CF.sub.3                                                                          H  H  H   F   Me        Ph-4-OMe                                         27 CF.sub.3                                                                          H  H  H   F   CH.sub.2 C(Cl)CH.sub.2                                                                   Ph-4-OMe  n.sub.D.sup.25.5 1.5242                28 CF.sub.3                                                                          H  H  H   F   CH.sub.2 C(CH.sub.3)CH.sub.2                                                             Ph-4-OMe  n.sub.D.sup.25.0 1.5162                29 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CN                                                                              Ph-4-OMe  n.sub.D.sup.23.5 1.5113                30 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CN                                                                              Ph        n.sub.D.sup.23.5 1.5226                31 CF.sub.3                                                                          H  H  H   F   CH.sub.2 OCH.sub.3                                                                       Ph-4-OMe  n.sub.D.sup.24.0 1.5288                32 CF.sub.3                                                                          H  H  H   F   CH.sub.2 OCH.sub.3                                                                       Ph        n.sub.D.sup.24.5 1.5279                33 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             3-methyl- n.sub.D.sup.21.8 1.5133                                              pyrazol-1-yl                                     34 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             4-methyl- n.sub.D.sup.23.6 1.5121                                              pyrazol-1-yl                                     35 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             pyrazol-l-yl                                                                             n.sub.D.sup.22.9 1.5126                36 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             3-methyl- n.sub.D.sup.23.2 1.5310                                              2-thienyl                                        37 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             4-methyl- n.sub.D.sup.23.2 1.5313                                              2-thienyl                                        38 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             5-methyl- n.sub.D.sup.23.9 1.5353                                              2-thienyl                                        39 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             2-thienyl n.sub.D.sup.22.2 1.5346                40 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             4-methyl- n.sub.D.sup.26.5 1.5302                                              3-thienyl                                        41 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             5-methyl- 57-58                                                                3-thienyl                                        42 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             3-thienyl 70-72                                  43 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                                                           n.sub.D.sup.26.0 1.5083                44 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-2-F    n.sub.D.sup.26.0 1.5191                45 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                                                              n.sub.D.sup.23.4 1.5197                46 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-2-F-4-OMe                                                                             n.sub.D.sup.27.5 1.5193                47 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-2-F-4-OMe-                                                                            n.sub.D.sup.27.0 1.6190                                              5-Me                                             48 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                                                              n.sub.D.sup.26.7 1.5143                49 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                                                          88-89                                  50 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-3-Et   63-64                                  51 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-3-Me   52-53                                  52 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                                                              73-74                                  53 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                                                            n.sub.D.sup.26.0 1.5307                54 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-F    58-59                                  55 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-Me   n.sub.D.sup.26.0 1.5248                56 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OMe  75-76                                  57 CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph        72-74                                  58 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCH                                                                             2-thienyl 54-56                                  59 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCH                                                                             3-thienyl 56-58                                  60 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCH                                                                             Ph-2-F    57-58                                  61 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCH                                                                             Ph-2-F-4-OMe                                                                             n.sub.D.sup.22.5 1.5257                62 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCH                                                                             Ph-2-F-5-Me                                                                              n.sub.D.sup.26.0 1.5192                63 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCH                                                                             Ph-3,5-Me.sub.2                                                                           98-100                                64 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCH                                                                             Ph-4-Me   95-96                                  65 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCH                                                                             Ph-4-OMe  n.sub.D.sup.27.5 1.5370                66 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCH                                                                             Ph        58-60                                  67 CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCI                                                                             Ph-4-OMe  n.sub.D.sup.22.5 1.5557                68 CF.sub.3                                                                          H  H  H   F   iPr       Ph-4-OMe  85-86                                  69 CF.sub.3                                                                          H  H  H   F   iPr       Ph        84-85                                  70 CF.sub.3                                                                          H  H  H   F   nBu       Ph                                               71 CF.sub.3                                                                          H  H  H   F   nPr       Ph-2-F-4-OMe                                                                             n.sub.D.sup.18.5 1.5121                72 CF.sub.3                                                                          H  H  H   F   nPr       Ph-2-F-5-Me                                                                              n.sub.D.sup.18.0 1.5129                73 CF.sub.3                                                                          H  H  H   F   nPr       Ph-4-Me   59-60                                  74 CF.sub.3                                                                          H  H  H   F   nPr       Ph-4-OMe  54-55                                  75 CF.sub.3                                                                          H  H  H   F   nPr       Ph        n.sub.D.sup.26.5 1.5106                76 CF.sub.3                                                                          H  H  H   F   tBu       Ph                                               77 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe                                         78 CF.sub.3                                                                          H  H  H   Cl  CH(CH.sub.3)CHCH.sub.2                                                                   Ph-4-OMe                                         79 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CHCHCl                                                                          Ph-4-OMe                                         80 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CHCCl.sub.2                                                                     Ph-4-OMe                                         81 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CHCHCH.sub.3                                                                    Ph-4-OMe                                         82 CF.sub.3                                                                          H  H  H   Cl  Et        Ph-4-OMe  68-70                                  83 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe                                         84 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CHF.sub.2                                                                       Ph-4-OMe                                         85 CF.sub.3                                                                          H  H  H   Cl  Me        Ph-4-OMe                                         86 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 C(Cl)CH.sub.2                                                                   Ph-4-OMe                                         87 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 C(CH.sub.3)CH.sub.2                                                             Ph-4-OMe                                         88 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CN                                                                              Ph-4-OMe                                         89 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 OMe                                                                             Ph-4-OMe                                         90 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             3-methyl-                                                                      pyrazol-1-yl                                     91 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      pyrazol-1-yl                                     92 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             pyrazol-1-yl                                     93 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             3-inethyl-                                                                     2-thienyl                                        94 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        95 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             5-methyl-                                                                      2-thienyl                                        96 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             2-thienyl 47-49                                  97 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        98 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        99 CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             3-thienyl 74-76                                  100                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                   101                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-2-F                                           102                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                      103                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-2-F-4-OMe                                     104                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-2-F-4-OMe-                                                                  5-Me                                             105                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                                                              n.sub.D.sup.23.8 1.5323                106                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                  107                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-3-Me                                          108                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                      109                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                    110                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-4-F                                           111                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-4-Me                                          112                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph-4-OMe  65-67                                  113                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 cPr                                                                             Ph        63-65                                  114                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CCH                                                                             Ph-4-OMe  76-78                                  115                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CCH                                                                             Ph        96-97                                  116                                                                               CF.sub.3                                                                          H  H  H   Cl  CH.sub.2 CCI                                                                             Ph-4-OMe                                         117                                                                               CF.sub.3                                                                          H  H  H   Cl  iPr       Ph-4-OMe                                         118                                                                               CF.sub.3                                                                          H  H  H   Cl  nBu       Ph-4-OMe                                         119                                                                               CF.sub.3                                                                          H  H  H   Cl  nPr       Ph-4-OMe                                         120                                                                               CF.sub.3                                                                          H  H  H   Cl  tBu       Ph-4-OMe                                         121                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe                                         122                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH(CH.sub.3)CHCH.sub.2                                                                   Ph-4-OMe                                         123                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 CHCHCl                                                                          Ph-4-OMe                                         124                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 CHCCl.sub.2                                                                     Ph-4-OMe                                         125                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 CHCHCH.sub.3                                                                    Ph-4-OMe                                         126                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           Et        Ph-4-OMe                                         127                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe                                         128                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 CHF.sub.2                                                                       Ph-4-OMe                                         129                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           Me        Ph-4-OMe                                         130                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 C(Cl)CH.sub.2                                                                   Ph-4-OMe                                         131                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 C(CH.sub.3)CH.sub.2                                                             Ph-4-OMe                                         132                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 CN                                                                              Ph-4-OMe                                         133                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 OMe                                                                             Ph-4-OMe                                         134                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             3-methyl-                                                                      pyrazol-1-yl                                     135                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             4-methyl-                                                                      pyrazol-1-yl                                     136                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                                                             pyrazol-1-yl                                     137                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             3-methyl-                                                                      2-thienyl                                        138                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        139                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             5-methyl-                                                                      2-thienyl                                        140                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             2-thienyl n.sub.D.sup.22.4 1.5082                141                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        142                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        143                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             3-thienyl                                        144                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                   145                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F                                           146                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                      147                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-4-OMe                                     148                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-4-OMe-                                                                  5-Me                                             149                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                                                              74-75                                  150                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                  151                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-3-Me                                          152                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                      153                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                    154                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-F                                           155                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-Me                                          156                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe  n.sub.D.sup.22.6 1.5031                157                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph        68-69                                  158                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 CCH                                                                             Ph-4-OMe                                         159                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           CH.sub.2 CCI                                                                             Ph-4-OMe                                         160                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           iPr       Ph-4-OMe                                         161                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           nBu       Ph-4-OMe                                         162                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           nPr       Ph-4-OMe                                         163                                                                               CF.sub.3                                                                          H  H  H   CF.sub.3                                                                           tBu       Ph-4-OMe                                         164                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe                                         165                                                                               CF.sub.3                                                                          H  H  H   OMe CH(CH.sub.3)CHCH.sub.2                                                                   Ph-4-OMe                                         166                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 CHCHCl                                                                          Ph-4-OMe                                         167                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 CHCCl.sub.2                                                                     Ph-4-OMe                                         168                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 CHCHCH.sub.3                                                                    Ph-4-OMe                                         169                                                                               CF.sub.3                                                                          H  H  H   OMe Et        Ph-4-OMe  95-96                                  170                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe                                         171                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 CHF.sub.2                                                                       Ph-4-OMe                                         172                                                                               CF.sub.3                                                                          H  H  H   OMe Me        Ph-4-OMe                                         173                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 C(C1)CH.sub.2                                                                   Ph-4-OMe                                         174                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 C(CH.sub.3)CH.sub.2                                                             Ph-4-OMe                                         175                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 CN                                                                              Ph-4-OMe                                         176                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 OMe                                                                             Ph-4-OMe                                         177                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             3-methyl-                                                                      pyrazol-1-yl                                     178                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             4-methyl-                                                                      pyrazol-1-yl                                     179                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             pyrazol-1-yl                                     180                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             3-methyl-                                                                      2-thienyl                                        181                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        182                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             5-methyl-                                                                      2-thienyl                                        183                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             2-thienyl                                        184                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        185                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        186                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             3-thienyl                                        187                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                   188                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-2-F                                           189                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                      190                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-2-F-4-OMe                                     191                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-2-F-4-OMe-                                                                  5-Me                                             192                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      193                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                  194                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-3-Me                                          195                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                      196                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                    197                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-4-F                                           198                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-4-Me                                          199                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-4-OMe  92-93                                  200                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-3-Cl-4-OMe                                    201                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph-3-Cl-4-OMe-                                                                 5-Me                                             202                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 cPr                                                                             Ph                                               203                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 CCH                                                                             Ph-4-OMe                                         204                                                                               CF.sub.3                                                                          H  H  H   OMe CH.sub.2 CCI                                                                             Ph-4-OMe                                         205                                                                               CF.sub.3                                                                          H  H  H   OMe iPr       Ph-4-OMe                                         206                                                                               CF.sub.3                                                                          H  H  H   OMe nBu       Ph-4-OMe                                         207                                                                               CF.sub.3                                                                          H  H  H   OMe nPr       Ph-4-OMe                                         208                                                                               CF.sub.3                                                                          H  H  H   OMe tBu       Ph-4-OMe                                         209                                                                               CF.sub.3                                                                          H  H  H   SMe Et        Ph-4-OMe  89-90                                  210                                                                               CF.sub.3                                                                          H  H  H   SMe Me        Ph-4-OMe                                         211                                                                               CF.sub.3                                                                          H  H  H   SMe CH.sub.2 cPr                                                                             Ph-4-OMe  73-75                                  212                                                                               CF.sub.3                                                                          H  H  H   SMe CH.sub.2 cPr                                                                             Ph        106-109                                213                                                                               CF.sub.3                                                                          H  H  H   SMe nBu       Ph-4-OMe                                         214                                                                               CF.sub.3                                                                          H  H  H   SMe tBu       Ph-4-OMe                                         215                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe                                         216                                                                               CF.sub.3                                                                          H  H  Cl  H   Et        Ph-4-OMe                                         217                                                                               CF.sub.3                                                                          H  H  Cl  H   Me        Ph-4-OMe                                         218                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             3-methyl-                                                                      pyrazol-1-yl                                     219                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             4-methyl-                                                                      pyrazol-1-yl                                     220                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             pyrazol-1-yl                                     221                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             3-methyl-                                                                      2-thienyl                                        222                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        223                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             5-methyl-                                                                      2-thienyl                                        224                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             2-thienyl                                        225                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        226                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        227                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             3-thienyl                                        228                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 cPr                                                                             Ph-4-OMe                                         229                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 CCH                                                                             Ph-4-OMe                                         230                                                                               CF.sub.3                                                                          H  H  Cl  H   iPr       Ph-4-OMe                                         231                                                                               CF.sub.3                                                                          H  H  Cl  H   nBu       Ph-4-OMe                                         232                                                                               CF.sub.3                                                                          H  H  Cl  H   nPr       Ph-4-OMe                                         233                                                                               CF.sub.3                                                                          H  H  Cl  H   tBu       Ph-4-OMe                                         234                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe  81-83                                  235                                                                               CF.sub.3                                                                          H  H  Cl  F   CH(CH.sub.3)CHCH.sub.2                                                                   Ph-4-OMe                                         236                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CHCHCl                                                                          Ph-4-OMe                                         237                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CHCCl.sub.2                                                                     Ph-4-OMe                                         238                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CHCHCH.sub.3                                                                    Ph-4-OMe                                         239                                                                               CF.sub.3                                                                          H  H  Cl  F   Et        Ph-4-OMe  99-100                                 240                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe  n.sub.D.sup.24.0 1.5301                241                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CH.sub.2 Cl                                                                     Ph        90-91                                  242                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CH.sub.2 Cl                                                                     Ph-2-F-5-Me                                                                              n.sub.D.sup.24.0 1.5241                243                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CHF.sub.2                                                                       Ph-4-OMe                                         244                                                                               CF.sub.3                                                                          H  H  Cl  F   Me        Ph-4-OMe                                         245                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 C(Cl)CH.sub.2                                                                   Ph-4-OMe                                         246                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 C(CH.sub.3)CH.sub.2                                                             Ph-4-OMe                                         247                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CN                                                                              Ph-4-OMe                                         248                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 OMe                                                                             Ph-4-OMe                                         249                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             3-tnethyl-                                                                     pyrazol-1-yl                                     250                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             4-methyl-                                                                      pyrazol-1-yl                                     251                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             pyrazol-1-yl                                     252                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             3-methyl-                                                                      2-thienyl                                        253                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        254                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             5-methyl-                                                                      2-thienyl                                        255                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             2-thienyl 112-113                                256                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        257                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        258                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             3-thienyl 125-126                                259                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                   260                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-2-F    57-59                                  261                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                      262                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-2F-4-OMe                                                                              n.sub.D.sup.26.7 1.5200                263                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-2-F-4-OMe-                                                                            73-74                                                                5-Me                                             264                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                                                              60-62                                  265                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                  266                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-3-Me   92-93                                  267                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                                                              98-99                                  268                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                                                            86-87                                  269                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-4-F    94-95                                  270                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-4-Me   75-76                                  271                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph-4OMe    98                                    272                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 cPr                                                                             Ph        112                                    273                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CCH                                                                             Ph        54-58                                  274                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CCH                                                                             Ph-2-F-5-Me                                                                              91-92                                  275                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CCH                                                                             Ph-4-OMe  102-103                                276                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CCI                                                                             Ph-4-OMe  112-114                                277                                                                               CF.sub.3                                                                          H  H  Cl  F   iPr       Ph-4-OMe  124-125                                278                                                                               CF.sub.3                                                                          H  H  Cl  F   nBu       Ph-4-OMe                                         279                                                                               CF.sub.3                                                                          H  H  Cl  F   nPr       Ph-4-OMe  90-91                                  280                                                                               CF.sub.3                                                                          H  H  Cl  F   tBu       Ph-4-OMe                                         281                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe  80-81                                  282                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH(CH.sub.3)CHCH.sub.2                                                                   Ph-4-OMe                                         283                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CHCHCl                                                                          Ph-4-OMe                                         284                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CHCCl.sub.2                                                                     Ph-4-OMe                                         285                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CHCHCH.sub.3                                                                    Ph-4-OMe                                         286                                                                               CF.sub.3                                                                          H  H  Cl  Cl  Et        Ph        123-124                                287                                                                               CF.sub.3                                                                          H  H  Cl  Cl  Et        Ph-2-F-5-Me                                                                              78-81                                  288                                                                               CF.sub.3                                                                          H  H  Cl  Cl  Et        Ph-4-OMe  90-91                                  289                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph        104-105                                290                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph-2-F-5-Me                                                                              n.sub.D.sup.26.5 1.5309                291                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe                                         292                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CHF.sub.2                                                                       Ph-4-OMe                                         293                                                                               CF.sub.3                                                                          H  H  Cl  Cl  Me        Ph-4-OMe  77-79                                  294                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 C(Cl)CH.sub.2                                                                   Ph-4-OMe                                         295                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 C(CH.sub.3)CH.sub.2                                                             Ph-4-OMe                                         296                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CN                                                                              Ph-4-OMe                                         297                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 OMe                                                                             Ph-4-OMe                                         298                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             3-methyl-                                                                      pyrazol-1-yl                                     299                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      pyrazoi-1-yl                                     300                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             pyrazol-1-yl                                     301                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             3-methyl-                                                                      2-thienyl                                        302                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        303                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             5-methyl-                                                                      2-thienyl                                        304                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             2-thienyl 139-141                                305                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        306                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        307                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             3-thienyl 140-141                                308                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                   309                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-2-F    n.sub.D.sup.23.0 1.5404                310                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                      311                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-2-F-4-OMe                                                                             n.sub.D.sup.22.5 1.5371                312                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-2F-4-OMe-                                                                             n.sub.D.sup.23.5 1.5287                                              5-Me                                             313                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                                                              56-57                                  314                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                  315                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-3-Me   111-114                                316                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                                                              113-114                                317                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                    318                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-4-F                                           319                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-4-Me   93-95                                  320                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-4-OMe  97-98                                  321                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph        134-135                                322                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CCH                                                                             Ph        96-98                                  323                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CCH                                                                             Ph-2-F-5-Me                                                                              77-79                                  324                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CCH                                                                             Ph-4-OMe  94-96                                  325                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CCI                                                                             Ph-4-OMe                                         326                                                                               CF.sub.3                                                                          H  H  Cl  Cl  iPr       Ph-4-OMe  123-124                                327                                                                               CF.sub.3                                                                          H  H  Cl  Cl  nBu       Ph-4-OMe                                         328                                                                               CF.sub.3                                                                          H  H  Cl  Cl  nPr       Ph-4-OMe  88-89                                  329                                                                               CF.sub.3                                                                          H  H  Cl  Cl  tBu       Ph-4-OMe                                         330                                                                               CF.sub.3                                                                          H  H  SMe F   CH.sub.2 cPr                                                                             Ph-4-OMe  114-115                                331                                                                               CF.sub.3                                                                          H  H  OMe F   CH.sub.2 cPr                                                                             Ph-4-OMe  125-126                                332                                                                               CF.sub.3                                                                          H  H  OMe F   CH.sub.2 cPr                                                                             Ph-4-OMe  135-136                                333                                                                               CF.sub.3                                                                          H  H  Me  F   CH.sub.2 cPr                                                                             Ph-4-OMe  71-72                                  334                                                                               CF.sub.3                                                                          H  F  H   H   Et        Ph-4-OMe  70-72                                  335                                                                               CF.sub.3                                                                          H  F  H   H   Me        Ph-4-OMe                                         336                                                                               CF.sub.3                                                                          H  F  H   H   CH.sub.2 cPr                                                                             Ph-4-OMe  97-99                                  337                                                                               CF.sub.3                                                                          H  F  H   H   CH.sub.2 cPr                                                                             Ph        117-119                                338                                                                               CF.sub.3                                                                          H  F  H   H   nBu       Ph-4-OMe                                         339                                                                               CF.sub.3                                                                          H  F  H   H   tBu       Ph                                               340                                                                               CF.sub.3                                                                          H  Cl H   H   Et        Ph-4-OMe  89-91                                  341                                                                               CF.sub.3                                                                          H  Cl H   H   Me        Ph-4-OMe                                         342                                                                               CF.sub.3                                                                          H  Cl H   H   CH.sub.2 cPr                                                                             Ph-4-OMe  97-99                                  343                                                                               CF.sub.3                                                                          H  Cl H   H   CH.sub.2 cPr                                                                             Ph        91-92                                  344                                                                               CF.sub.3                                                                          H  Cl H   H   nBu       Ph-4-OMe                                         345                                                                               CF.sub.3                                                                          H  Cl H   H   tBu       Ph                                               346                                                                               CF.sub.3                                                                          Cl H  H   F   CH.sub.2 cPr                                                                             Ph-4-OMe  Oil, *1                                347                                                                               CF.sub.3                                                                          Cl H  H   Cl  CH.sub.2 cPr                                                                             2-thienyl  74                                    348                                                                               CF.sub.3                                                                          Cl H  H   Cl  CH.sub.2 cPr                                                                             Ph-4-OMe  100                                    349                                                                               CF.sub.3                                                                          Cl H  H   Cl  CH.sub.2 cPr                                                                             Ph        95-96                                  350                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe                                         351                                                                               CF.sub.3                                                                          H  H  F   F   Et        Ph        81-83                                  352                                                                               CF.sub.3                                                                          H  H  F   F   Et        Ph-2-F-5-Me                                                                              79-80                                  353                                                                               CF.sub.3                                                                          H  H  F   F   Et        Ph-4-OMe  78-79                                  354                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CH.sub.2 Cl                                                                     Ph        n.sub.D.sup.23.5 1.5245                355                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CH.sub.2 Cl                                                                     Ph-2-F-5-Me                                      356                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe                                         357                                                                               CF.sub.3                                                                          H  H  F   F   Me        Ph-4-OMe                                         358                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 OMe                                                                             Ph-4-OMe                                         359                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             3-methyl-                                                                      pyrazol-1-yl                                     360                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             4-methyl-                                                                      pyrazol-1-yl                                     361                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             pyrazol-1-yl                                     362                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             3-methyl-                                                                      2-thienyl                                        363                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        364                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-2-F    56-58                                  365                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                      366                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-2F-4-OMe                                      367                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-2F-4-OMe-                                                                             70-73                                                                5-Me                                             368                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-2F-5-Me                                                                               67-69                                  369                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                  370                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-3-Me   70-72                                  371                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                                                              51-53                                  372                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                                                            56-57                                  373                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-F    70-72                                  374                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-Me   64-66                                  375                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OMe  73-74                                  376                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph        61-62                                  377                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CCH                                                                             Ph        76-78                                  378                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CCH                                                                             Ph-2-F-5-Me                                                                              84-86                                  379                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CCH                                                                             Ph-4-OMe  100-102                                380                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CCI                                                                             Ph-4-OMe                                         381                                                                               CF.sub.3                                                                          H  H  F   F   iPr       Ph-4-OMe  65-66                                  382                                                                               CF.sub.3                                                                          H  H  F   F   nBu       Ph-4-OMe                                         383                                                                               CF.sub.3                                                                          H  H  F   F   nPr       Ph-4-OMe  67-69                                  384                                                                               CF.sub.3                                                                          H  H  F   F   tBu       Ph-4-OMe                                         385                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             5-methyl-                                                                      2-thienyl                                        386                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             2-thienyl 69-71                                  387                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        388                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        389                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             3-thienyl 79-81                                  390                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                   391                                                                               CF.sub.3                                                                          H  H  Cl  F   nPr       Ph        113-114                                392                                                                               CF.sub.3                                                                          H  H  Cl  F   nPr       Ph-2-F-5-Me                                                                              60-61                                  393                                                                               CF.sub.3                                                                          H  H  Cl  F   iPr       Ph        111-112                                394                                                                               CF.sub.3                                                                          H  H  Cl  F   iPr       Ph-2-F-5-Me                                      395                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CHCH.sub.2                                                                      Ph        107-108                                396                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CHCH.sub.2                                                                      Ph-2-F-5-Me                                                                              68-70                                  397                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.3  Ph                                               398                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.3  Ph-2-F-5-Me                                      399                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CCI                                                                             Ph        90-91                                  400                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CCI                                                                             Ph-2-F-5-Me                                                                              n.sub.D.sup.25.0 1.5491                401                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CH.sub.3                                                                        Ph        101-102                                402                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 CH.sub.3                                                                        Ph-2-F-5-Me                                                                              60-62                                  403                                                                               CF.sub.3                                                                          H  H  Cl  Cl  nPr       Ph        128-129                                404                                                                               CF.sub.3                                                                          H  H  Cl  Cl  nPr       Ph-2-F-5-Me                                                                              n.sub.D.sup.24.0 1.5212                405                                                                               CF.sub.3                                                                          H  H  Cl  Cl  iPr       Ph        125-127                                406                                                                               CF.sub.3                                                                          H  H  Cl  Cl  iPr       Ph-2-F-5-Me                                                                              n.sub.D.sup.24.7 1.5245                407                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CHCH.sub.2                                                                      Ph        115-116                                408                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CHCH.sub.2                                                                      Ph-2-F-5-Me                                                                              62-63                                  409                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.3  Ph        111-113                                410                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.3  Ph-2-F-5-Me                                                                              80-81                                  411                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CCI                                                                             Ph                                               412                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 CCI                                                                             Ph-2-F-5-Me                                      413                                                                               CF.sub.3                                                                          H  H  F   F   nPr       Ph        56-58                                  414                                                                               CF.sub.3                                                                          H  H  F   F   nPr       Ph-2-F-5-Me                                                                              38-40                                  415                                                                               CF.sub.3                                                                          H  H  F   F   iPr       Ph          81-82.5                              416                                                                               CF.sub.3                                                                          H  H  F   F   iPr       Ph-2-F-5-Me                                      417                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CHCH.sub.2                                                                      Ph                                               418                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CHCH.sub.2                                                                      Ph-2-F-5-Me                                      419                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.3  Ph                                               420                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.3  Ph-2-F-5-Me                                      421                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CCI                                                                             Ph                                               422                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CCI                                                                             Ph-2-F-5-Me                                      423                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CHCH.sub.2                                                                      Ph                                               424                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe                                         425                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CHCH.sub.2                                                                      Ph-2-F-5-Me                                      426                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CH.sub.3                                                                        Ph                                               427                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         428                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CH.sub.3                                                                        Ph-2-F-5-Me                                      429                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph        n.sub.D.sup.24.5 1.5344                430                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe  n.sub.D.sup.24.5 1.5294                431                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph-2-F-5-Me                                      432                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.3  Ph                                               433                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.3  Ph-4-OMe                                         434                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.3  Ph-2-F-5-Me                                      435                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 OMe                                                                             Ph-4-OMe                                         436                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             3-methyl-                                                                      pyrazol-1-yl                                     437                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      pyrazol-1-yl                                     438                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             pyrazol-1-yl                                     439                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             3-methyl-                                                                      2-thienyl                                        440                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        441                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             5-methyl-                                                                      2-thienyl                                        442                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             2-thienyl 104-106                                443                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        444                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        445                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             3-thienyl 113-115                                446                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                   447                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-2-F    n.sub.D.sup.23.8 1.5262                448                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                      449                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-2-F-4-OMe                                     450                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-2-F-4-OMe-                                                                  5-Me                                             451                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                                                              62-63                                  452                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                  453                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-3-Me   96-98                                  454                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                                                              82-83                                  455                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                                                            72-73                                  456                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-4-F    76-77                                  457                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-4-Me   75-76                                  458                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph-4-OMe  68-69                                  459                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 cPr                                                                             Ph        102-104                                460                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CCH                                                                             Ph                                               461                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CCH                                                                             Ph-4-OMe                                         462                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CCH                                                                             Ph-2-F-5-Me                                      463                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 CCl                                                                             Ph-4-OMe                                         464                                                                               CF.sub.3                                                                          H  H  F   Cl  iPr       Ph                                               465                                                                               CF.sub.3                                                                          H  H  F   Cl  iPr       Ph-4-OMe                                         466                                                                               CF.sub.3                                                                          H  H  F   Cl  iPr       Ph-2-F-5-Me                                      467                                                                               CF.sub.3                                                                          H  H  F   Cl  nPr       Ph                                               468                                                                               CF.sub.3                                                                          H  H  F   Cl  nPr       Ph-4-OMe                                         469                                                                               CF.sub.3                                                                          H  H  F   Cl  nPr       Ph-2-F-5-Me                                      470                                                                               CF.sub.3                                                                          H  H  F   Cl  nBu       Ph-4-OMe                                         471                                                                               CF.sub.3                                                                          H  H  F   Cl  tBu       Ph-4-OMe                                         472                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CHCH.sub.2                                                                      Ph                                               473                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe                                         474                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CHCH.sub.2                                                                      Ph-2-F-5-Me                                      475                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CH.sub.3                                                                        Ph                                               476                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         477                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CH.sub.3                                                                        Ph-2-F-5-Me                                      478                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               479                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe                                         480                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph-2-F-5-Me                                      481                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.3  Ph                                               482                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.3  Ph-4-OMe                                         483                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.3  Ph-2-F-5-Me                                      484                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 OMe                                                                             Ph-4-OMe                                         485                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             3-methyl-                                                                      pyrazol-1-yl                                     486                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      pyrazol-1-yl                                     487                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             pyrazol-1-yl                                     488                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             3-methyl-                                                                      2-thienyl                                        489                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        490                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             5-methyl-                                                                      2-thienyl                                        491                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             2-thienyl                                        492                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        493                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        494                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             3-thienyl                                        495                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                   496                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-2-F                                           497                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                      498                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-2-F-4-OMe                                     499                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-2-F-4-OMe-                                                                  5-Me                                             500                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      501                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                  502                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-3-Me                                          503                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                      504                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                    505                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-4-F                                           506                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-4-Me                                          507                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         508                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph        65-67                                  509                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CCH                                                                             Ph                                               510                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CCH                                                                             Ph-4-OMe                                         511                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CCH                                                                             Ph-2-F-5-Me                                      512                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  CH.sub.2 CCI                                                                             Ph                                               513                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  iPr       Ph                                               514                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  iPr       Ph-4-OMe                                         515                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  iPr       Ph-2-F-5-Me                                      516                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  nPr       Ph                                               517                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  nPr       Ph-4-OMe                                         518                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  nPr       Ph-2-F-5-Me                                      519                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  nBu       Ph-4-OMe                                         520                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           Cl  tBu       Ph-4-OMe                                         521                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CHCH.sub.2                                                                      Ph                                               522                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CHCH.sub.2                                                                      Ph-4-OMe                                         523                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CHCH.sub.2                                                                      Ph-2-F-5-Me                                      524                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CH.sub.3                                                                        Ph                                               525                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         526                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CH.sub.3                                                                        Ph-2-F-5-Me                                      527                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               528                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CH.sub.2 Cl                                                                     Ph-4-OMe                                         529                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CH.sub.2 Cl                                                                     Ph-2-F-5-Me                                      530                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.3  Ph                                               531                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.3  Ph-4-OMe                                         532                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.3  Ph-2-F-5-Me                                      533                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 OMe                                                                             Ph-4-OMe                                         534                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             3-methyl-                                                                      2-thienyl                                        535                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             4-methyl-                                                                      2-thienyl                                        536                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cFr                                                                             5-methyl-                                                                      2-thienyl                                        537                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             2-thienyl                                        538                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        539                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        540                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             3-thienyl                                        541                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             4-methyl-                                                                      3-thienyl                                        542                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             5-methyl-                                                                      3-thienyl                                        543                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             3-thienyl                                        544                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-2,4-F.sub.2                                   545                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-2-F                                           546                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-2-F-3-Me                                      547                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-2-F-4-OMe                                     548                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-2-F-4-OMe-                                                                  5-Me                                             549                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      550                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-3,5-Me.sub.2                                  551                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-3-Me                                          552                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-3-Me-4-F                                      553                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-3-Me-4-OMe                                    554                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-4-F                                           555                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-4-Me                                          556                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         557                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph                                               558                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CCH                                                                             Ph                                               559                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CCH                                                                             Ph-4-OMe                                         560                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CCH                                                                             Ph-2-F-5-Me                                      561                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   CH.sub.2 CCI                                                                             Ph-4-OMe                                         562                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   iPr       Ph                                               563                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   iPr       Ph-4-OMe                                         564                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   iPr       Ph-2-F-5-Me                                      565                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   nPr       Ph                                               566                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   nPr       Ph-4-OMe                                         567                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   nPr       Ph-2-F-5-Me                                      568                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   nBu       Ph-4-OMe                                         569                                                                               CF.sub.3                                                                          H  H  CF.sub.3                                                                           F   tBu       Ph-4-OMe                                         570                                                                               CF.sub.3                                                                          F  H  H   Cl  CH.sub.2 cPr                                                                             Ph                                               571                                                                               CF.sub.3                                                                          F  H  H   Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         572                                                                               CF.sub.3                                                                          F  H  H   Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      573                                                                               CF.sub.3                                                                          F  H  H   F   CH.sub.2 cPr                                                                             Ph                                               574                                                                               CF.sub.3                                                                          F  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         575                                                                               CF.sub.3                                                                          F  H  H   F   CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      576                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  H   Cl  CH.sub.2 cPr                                                                             Ph                                               577                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  H   Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         578                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  H   Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      579                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  H   F   CH.sub.2 cPr                                                                             Ph                                               580                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  H   F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         581                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  H   F   CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      582                                                                               CF.sub.3                                                                          Cl H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               583                                                                               CF.sub.3                                                                          Cl H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         584                                                                               CF.sub.3                                                                          Cl H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      585                                                                               CF.sub.3                                                                          F  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               586                                                                               CF.sub.3                                                                          F  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         587                                                                               CF.sub.3                                                                          F  H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      588                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               589                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         590                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  H   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      591                                                                               CF.sub.3                                                                          H  H  H   CH.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               592                                                                               CF.sub.3                                                                          H  H  H   CH.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         593                                                                               CF.sub.3                                                                          H  H  H   CH.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      594                                                                               CF.sub.3                                                                          H  H  F   CH.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               595                                                                               CF.sub.3                                                                          H  H  F   CH.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         596                                                                               CF.sub.3                                                                          H  H  F   CH.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      597                                                                               CF.sub.3                                                                          H  H  Cl  CH.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               598                                                                               CF.sub.3                                                                          H  H  Cl  CH.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         599                                                                               CF.sub.3                                                                          H  H  Cl  CH.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      600                                                                               CF.sub.3                                                                          F  H  F   F   CH.sub.2 cPr                                                                             Ph                                               601                                                                               CF.sub.3                                                                          F  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         602                                                                               CF.sub.3                                                                          F  H  F   F   CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      603                                                                               CF.sub.3                                                                          F  H  F   Cl  CH.sub.2 cPr                                                                             Ph                                               604                                                                               CF.sub.3                                                                          F  H  F   Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         605                                                                               CF.sub.3                                                                          F  H  F   Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      606                                                                               CF.sub.3                                                                          F  H  Cl  F   CH.sub.2 cPr                                                                             Ph                                               607                                                                               CF.sub.3                                                                          F  H  Cl  F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         608                                                                               CF.sub.3                                                                          F  H  Cl  F   CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      609                                                                               CF.sub.3                                                                          F  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph                                               610                                                                               CF.sub.3                                                                          F  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         611                                                                               CF.sub.3                                                                          F  H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      612                                                                               CF.sub.3                                                                          Cl H  F   F   CH.sub.2 cPr                                                                             Ph                                               613                                                                               CF.sub.3                                                                          Cl H  F   F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         614                                                                               CF.sub.3                                                                          Cl H  F   F   CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      615                                                                               CF.sub.3                                                                          Cl H  F   Cl  CH.sub.2 cPr                                                                             Ph                                               616                                                                               CF.sub.3                                                                          Cl H  F   Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         617                                                                               CF.sub.3                                                                          Cl H  F   Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      618                                                                               CF.sub.3                                                                          Cl H  Cl  F   CH.sub.2 cPr                                                                             Ph                                               619                                                                               CF.sub.3                                                                          Cl H  Cl  F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         620                                                                               CF.sub.3                                                                          Cl H  Cl  F   CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      621                                                                               CF.sub.3                                                                          Cl H  Cl  Cl  CH.sub.2 cPr                                                                             Ph                                               622                                                                               CF.sub.3                                                                          Cl H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         623                                                                               CF.sub.3                                                                          Cl H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-2-F-5-Me                                      624                                                                               CF.sub.3                                                                          Cl H  Cl  CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               625                                                                               CF.sub.3                                                                          Cl H  F   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               626                                                                               CF.sub.3                                                                          F  H  Cl  CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               627                                                                               CF.sub.3                                                                          F  H  F   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               628                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  Cl  Cl  CH.sub.2 cPr                                                                             Ph                                               629                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  Cl  F   CH.sub.2 cPr                                                                             Ph                                               630                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  F   Cl  CH.sub.2 cPr                                                                             Ph                                               631                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  F   F   CH.sub.2 cPr                                                                             Ph                                               632                                                                               CF.sub.3                                                                          Cl H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph                                               633                                                                               CF.sub.3                                                                          F  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph                                               634                                                                               CF.sub.3                                                                          Cl H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph                                               635                                                                               CF.sub.3                                                                          F  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph                                               636                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  Cl  CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               637                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  F   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               638                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  CF.sub.3                                                                           CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph                                               639                                                                               CF.sub.3                                                                          F  F  F   F   CH.sub.2 cPr                                                                             Ph                                               640                                                                               CF.sub.3                                                                          F  F  F   Cl  CH.sub.2 cPr                                                                             Ph                                               641                                                                               CF.sub.3                                                                          F  F  Cl  F   CH.sub.2 cPr                                                                             Ph                                               642                                                                               CF.sub.3                                                                          F  F  Cl  Cl  CH.sub.2 cPr                                                                             Ph                                               643                                                                               CF.sub.3                                                                          Cl H  Cl  CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         644                                                                               CF.sub.3                                                                          Cl H  F   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         645                                                                               CF.sub.3                                                                          F  H  Cl  CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         646                                                                               CF.sub.3                                                                          F  H  F   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         647                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  Cl  Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         648                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  Cl  F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         649                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  F   Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         650                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  F   F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         651                                                                               CF.sub.3                                                                          Cl H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         652                                                                               CF.sub.3                                                                          F  H  CF.sub.3                                                                           Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         653                                                                               CF.sub.3                                                                          Cl H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         654                                                                               CF.sub.3                                                                          F  H  CF.sub.3                                                                           F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         655                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  Cl  CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         656                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  F   CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         657                                                                               CF.sub.3                                                                          CF.sub.3                                                                          H  CF.sub.3                                                                           CF.sub.3                                                                           CH.sub.2 cPr                                                                             Ph-4-OMe                                         658                                                                               CF.sub.3                                                                          F  F  F   F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         659                                                                               CF.sub.3                                                                          F  F  F   Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         660                                                                               CF.sub.3                                                                          F  F  Cl  F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         661                                                                               CF.sub.3                                                                          F  F  Cl  Cl  CH.sub.2 cPr                                                                             Ph-4-OMe                                         662                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 -1-F-cPr                                                                        Ph                                               663                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 -2-F-cPr                                                                        Ph                                               664                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph                                               665                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 -1-F-cPr                                                                        Ph-4-OMe                                         666                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 -2-F-cPr                                                                        Ph-4-OMe                                         667                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph-4-OMe                                         668                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 -1-F-cPr                                                                        Ph                                               669                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 -2-F-cPr                                                                        Ph                                               670                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph                                               671                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 -1-F-cPr                                                                        Ph-4-OMe                                         672                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 -2-F-cPr                                                                        Ph-4-OMe                                         673                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph-4-OMe                                         674                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 -1-F-cPr                                                                        Ph                                               675                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 -2-F-cPr                                                                        Ph                                               676                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph                                               677                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 -1-F-cPr                                                                        Ph-4-OMe                                         678                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 -2-F-cPr                                                                        Ph-4-OMe                                         679                                                                               CF.sub.3                                                                          H  H  Cl  F   CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph-4-OMe                                         680                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 -1-F-cPr                                                                        Ph                                               681                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 -2-F-cPr                                                                        Ph                                               682                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph                                               683                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 -1-F-cPr                                                                        Ph-4-OMe                                         684                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 -2-F-cPr                                                                        Ph-4-OMe                                         685                                                                               CF.sub.3                                                                          H  H  F   Cl  CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph-4-OMe                                         686                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 -1-F-cPr                                                                        Ph                                               687                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 -2-F-cPr                                                                        Ph                                               688                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph                                               689                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 -1-F-cPr                                                                        Ph-4-OMe                                         690                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 -2-F-cPr                                                                        Ph-4-OMe                                         691                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 -2-F.sub.2 -cPr                                                                 Ph-4-OMe                                         692                                                                               CF.sub.3                                                                          H  H  H   Br  CH.sub.2 CH.sub.3                                                                        Ph                                               693                                                                               CF.sub.3                                                                          H  H  H   Br  CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         694                                                                               CF.sub.3                                                                          H  H  H   Br  CH.sub.2 -cPr                                                                            Ph        n.sub.D.sup.23.5 1.5343                695                                                                               CF.sub.3                                                                          H  H  H   Br  CH.sub.2 -cPr                                                                            Ph-4-OMe  n.sub.D.sup.23.5 1.5330                696                                                                               CF.sub.3                                                                          H  H  H   Br  CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      697                                                                               CF.sub.3                                                                          H  H  F   Br  CH.sub.2 CH.sub.3                                                                        Ph                                               698                                                                               CF.sub.3                                                                          H  H  F   Br  CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         699                                                                               CF.sub.3                                                                          H  H  F   Br  CH.sub.2 -cPr                                                                            Ph        114-115                                700                                                                               CF.sub.3                                                                          H  H  F   Br  CH.sub.2 -cPr                                                                            Ph-4-OMe  n.sub.D.sup.23.1 1.5304                701                                                                               CF.sub.3                                                                          H  H  F   Br  CH.sub.2 -cPr                                                                            Ph-4-F    81-82                                  702                                                                               CF.sub.3                                                                          H  H  Cl  Br  CH.sub.2 CH.sub.3                                                                        Ph                                               703                                                                               CF.sub.3                                                                          H  H  Cl  Br  CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         704                                                                               CF.sub.3                                                                          H  H  Cl  Br  CH.sub.2 -cPr                                                                            Ph                                               705                                                                               CF.sub.3                                                                          H  H  Cl  Br  CH.sub.2 -cPr                                                                            Ph-4-OMe                                         706                                                                               CF.sub.3                                                                          H  H  Cl  Br  CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      707                                                                               CF.sub.3                                                                          H  H  Br  F   CH.sub.2 CH.sub.3                                                                        Ph                                               708                                                                               CF.sub.3                                                                          H  H  Br  F   CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         709                                                                               CF.sub.3                                                                          H  H  Br  F   CH.sub.2 -cPr                                                                            Ph                                               710                                                                               CF.sub.3                                                                          H  H  Br  F   CH.sub.2 -cPr                                                                            Ph-4-OMe                                         711                                                                               CF.sub.3                                                                          H  H  Br  F   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      712                                                                               CF.sub.3                                                                          H  H  Br  Cl  CH.sub.2 CH.sub.3                                                                        Ph                                               713                                                                               CF.sub.3                                                                          H  H  Br  Cl  CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         714                                                                               CF.sub.3                                                                          H  H  Br  Cl  CH.sub.2 -cPr                                                                            Ph                                               715                                                                               CF.sub.3                                                                          H  H  Br  Cl  CH.sub.2 -cPr                                                                            Ph-4-OMe                                         716                                                                               CF.sub.3                                                                          H  H  Br  Cl  CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      717                                                                               CF.sub.3                                                                          H  H  F   H   CH.sub.2 CH.sub.3                                                                        Ph                                               718                                                                               CF.sub.3                                                                          H  H  F   H   CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         719                                                                               CF.sub.3                                                                          H  H  F   H   CH.sub.2 -cPr                                                                            Ph        91-92                                  720                                                                               CF.sub.3                                                                          H  H  F   H   CH.sub.2 -cPr                                                                            Ph-4-OMe  109-110                                721                                                                               CF.sub.3                                                                          H  H  F   H   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      722                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 CH.sub.3                                                                        Ph                                               723                                                                               CF.sub.3                                                                          H  H  F   H   CH.sub.2 -cPr                                                                            Ph-2-F    94-95                                  724                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 -cPr                                                                            Ph         99-100                                725                                                                               CF.sub.3                                                                          H  H  F   H   CH.sub.2 -cPr                                                                            Ph-4-F    110-111                                726                                                                               CF.sub.3                                                                          H  H  Cl  H   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      727                                                                               CF.sub.3                                                                          H  H  H   I   CH.sub.2 CH.sub.3                                                                        Ph                                               728                                                                               CF.sub.3                                                                          H  H  H   I   CH.sub.2 CH.sub.3                                                                        Ph-4-OMe                                         729                                                                               CF.sub.3                                                                          H  H  H   I   CH.sub.2 -cPr                                                                            Ph                                               730                                                                               CF.sub.3                                                                          H  H  H   I   CH.sub.2 -cPr                                                                            Ph-4-OMe                                         731                                                                               CF.sub.3                                                                          H  H  H   I   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      732                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 -cHxe-3                                                                         Ph        106-107                                733                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 -cHex-                                                                          Ph        124-125                                                    3,4-Br.sub.2                                               734                                                                               CF.sub.3                                                                          H  H  Cl  Cl  CH.sub.2 -cHex                                                                           Ph        106-109                                735                                                                               C.sub.2 F.sub.5                                                                   H  H  F   F   CH.sub.2 -cPr                                                                            Ph                                               736                                                                               C.sub.2 F.sub.5                                                                   H  H  F   F   CH.sub.2 -cPr                                                                            Ph-4-OMe                                         737                                                                               C.sub.2 F.sub.5                                                                   H  H  F   F   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      738                                                                               C.sub.2 F.sub.5                                                                   H  H  F   F   CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               739                                                                               C.sub.2 F.sub.5                                                                   H  H  F   F   CH.sub.2 CH.sub.3                                                                        Ph                                               740                                                                               C.sub.2 F.sub.5                                                                   H  H  F   F   CH.sub.2 CCH                                                                             Ph                                               741                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  Cl  CH.sub.2 -cPr                                                                            Ph                                               742                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  Cl  CH.sub.2 -cPr                                                                            Ph-4-OMe                                         743                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  Cl  CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      744                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               745                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  Cl  CH.sub.2 CH.sub.3                                                                        Ph                                               746                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  Cl  CH.sub.2 CCH                                                                             Ph                                               747                                                                               C.sub.2 F.sub.5                                                                   H  H  F   Cl  CH.sub.2 -cPr                                                                            Ph                                               748                                                                               C.sub.2 F.sub.5                                                                   H  H  F   Cl  CH.sub.2 -cPr                                                                            Ph-4-OMe                                         749                                                                               C.sub.2 F.sub.5                                                                   H  H  F   Cl  CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      750                                                                               C.sub.2 F.sub.5                                                                   H  H  F   Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               751                                                                               C.sub.2 F.sub.5                                                                   H  H  F   Cl  CH.sub.2 CH.sub.3                                                                        Ph                                               752                                                                               C.sub.2 F.sub.5                                                                   H  H  F   Cl  CH.sub.2 CCH                                                                             Ph                                               753                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  F   CH.sub.2 -cPr                                                                            Ph                                               754                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  F   CH.sub.2 -cPr                                                                            Ph-4-OMe                                         755                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  F   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      756                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  F   CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               757                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  F   CH.sub.2 CH.sub.3                                                                        Ph                                               758                                                                               C.sub.2 F.sub.5                                                                   H  H  Cl  F   CH.sub.2 CH                                                                              Ph                                               759                                                                               CCl.sub.3                                                                         H  H  F   F   CH.sub.2 -cPr                                                                            Ph                                               760                                                                               CCl.sub.3                                                                         H  H  F   F   CH.sub.2 -cPr                                                                            Ph-4-OMe                                         761                                                                               CCl.sub.3                                                                         H  H  F   F   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      762                                                                               CCl.sub.3                                                                         H  H  F   F   CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               763                                                                               CCl.sub.3                                                                         H  H  F   F   CH.sub.2 CH.sub.3                                                                        Ph                                               764                                                                               CCl.sub.3                                                                         H  H  F   F   CH.sub.2 CCH                                                                             Ph                                               765                                                                               CCl.sub.3                                                                         H  H  Cl  Cl  CH.sub.2 -cPr                                                                            Ph                                               766                                                                               CCl.sub.3                                                                         H  H  Cl  Cl  CH.sub.2 -cPr                                                                            Ph-4-OMe                                         767                                                                               CCl.sub.3                                                                         H  H  Cl  Cl  CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      768                                                                               CCl.sub.3                                                                         H  H  Cl  Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               769                                                                               CCl.sub.3                                                                         H  H  Cl  Cl  CH.sub.2 CH.sub.3                                                                        Ph                                               770                                                                               CCl.sub.3                                                                         H  H  Cl  Cl  CH.sub.2 CCH                                                                             Ph                                               771                                                                               CCl.sub.3                                                                         H  H  F   Cl  CH.sub.2 -cPr                                                                            Ph                                               772                                                                               CCl.sub.3                                                                         H  H  F   Cl  CH.sub.2 -cPr                                                                            Ph-4-OMe                                         773                                                                               CCl.sub.3                                                                         H  H  F   Cl  CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      774                                                                               CCl.sub.3                                                                         H  H  F   Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               775                                                                               CCl.sub.3                                                                         H  H  F   Cl  CH.sub.2 CH.sub.3                                                                        Ph                                               776                                                                               CCl.sub.3                                                                         H  H  F   Cl  CH.sub.2 CCH                                                                             Ph                                               777                                                                               CCl.sub.3                                                                         H  H  Cl  F   CH.sub.2 -cPr                                                                            Ph                                               778                                                                               CCl.sub.3                                                                         H  H  Cl  F   CH.sub.2 -cPr                                                                            Ph-4-OMe                                         779                                                                               CCl.sub.3                                                                         H  H  Cl  F   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      780                                                                               CCl.sub.3                                                                         H  H  Cl  F   CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               781                                                                               CCl.sub.3                                                                         H  H  Cl  F   CH.sub.2 CH.sub.3                                                                        Ph                                               782                                                                               CCl.sub.3                                                                         H  H  Cl  F   CH.sub.2 CCH                                                                             Ph                                               783                                                                               CHF.sub.2                                                                         H  H  F   F   CH.sub.2 -cPr                                                                            Ph                                               784                                                                               CHF.sub.2                                                                         H  H  F   F   CH.sub.2 -cPr                                                                            Ph-4-OMe                                         785                                                                               CHF.sub.2                                                                         H  H  F   F   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      786                                                                               CHF.sub.2                                                                         H  H  F   F   CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               787                                                                               CHF.sub.2                                                                         H  H  F   F   CH.sub.2 CH.sub.3                                                                        Ph                                               788                                                                               CHF.sub.2                                                                         H  H  F   F   CH.sub.2 CCH                                                                             Ph                                               789                                                                               CHF.sub.2                                                                         H  H  Cl  Cl  CH.sub.2 -cPr                                                                            Ph                                               790                                                                               CHF.sub.2                                                                         H  H  Cl  Cl  CH.sub.2 -cPr                                                                            Ph-4-OMe                                         791                                                                               CHF.sub.2                                                                         H  H  Cl  Cl  CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      792                                                                               CHF.sub.2                                                                         H  H  Cl  Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               793                                                                               CHF.sub.2                                                                         H  H  Cl  Cl  CH.sub.2 CH.sub.3                                                                        Ph                                               794                                                                               CHF.sub.2                                                                         H  H  Cl  Cl  CH.sub.2 CCH                                                                             Ph                                               795                                                                               CHF.sub.2                                                                         H  H  F   Cl  CH.sub.2 -cPr                                                                            Ph                                               796                                                                               CHF.sub.2                                                                         H  H  F   Cl  CH.sub.2 -cPr                                                                            Ph-4-OMe                                         797                                                                               CHF.sub.2                                                                         H  H  F   Cl  CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      798                                                                               CHF.sub.2                                                                         H  H  F   Cl  CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               799                                                                               CHF.sub.2                                                                         H  H  F   Cl  CH.sub.2 CH.sub.3                                                                        Ph                                               800                                                                               CHF.sub.2                                                                         H  H  F   Cl  CH.sub.2 CCH                                                                             Ph                                               801                                                                               CHF.sub.2                                                                         H  H  Cl  F   CH.sub.2 -cPr                                                                            Ph                                               802                                                                               CHF.sub.2                                                                         H  H  Cl  F   CH.sub.2 -cPr                                                                            Ph-4-OMe                                         803                                                                               CHF.sub.2                                                                         H  H  Cl  F   CH.sub.2 -cPr                                                                            Ph-2-F-5-Me                                      804                                                                               CHF.sub.2                                                                         H  H  Cl  F   CH.sub.2 CH.sub.2 Cl                                                                     Ph                                               805                                                                               CHF.sub.2                                                                         H  H  Cl  F   CH.sub.2 CH.sub.3                                                                        Ph                                               806                                                                               CHF.sub.2                                                                         H  H  Cl  F   CH.sub.2 CCH                                                                             Ph                                               807                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CF.sub.3                                                                        Ph                                               808                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 Cl                                                                              Ph                                               809                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CH.sub.2 Br                                                                     Ph                                               810                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 OEt                                                                             Ph                                               811                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CH.sub.2 OME                                                                    Ph                                               812                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPent                                                                           Ph                                               813                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cHex                                                                            Ph                                               814                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr-2,2-                                                                        Ph                                                                   Cl.sub.2                                                   815                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr-2,2                                                                         Ph                                                                   Br.sub.2                                                   816                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 SMe                                                                             Ph        n.sub.D.sup.23.2 1.5469                817                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 SOMe                                                                            Ph        n.sub.D.sup.26.0 1.5462                818                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 SO.sub.2 Me                                                                     Ph        116-117                                819                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CO.sub.2 Me                                                                     Ph        n.sub.D.sup.22.8 1.5194                820                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CO.sub.2 Et                                                                     Ph        n.sub.D.sup.22.8 1.5167                821                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CH.sub.2 CO.sub.2 Me                                                            Ph                                               822                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 NMe.sub.2                                                                       Ph                                               823                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 NHMe                                                                            Ph                                               824                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CH.sub.2 NMe.sub.2                                                              Ph                                               825                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CONH.sub.2                                                                      Ph        n.sub.D.sup.24.5 1.5380                826                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CONHMe                                                                          Ph                                               827                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CONMe.sub.2                                                                     Ph        n.sub.D.sup.23.3 1.5302                828                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CHCHCF.sub.3                                                                    Ph                                               829                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CHCF.sub.2                                                                      Ph                                               830                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 C(Br)CH.sub.2                                                                   Ph                                               831                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCCH.sub.3                                                                      Ph                                               832                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CH.sub.2 CCH                                                                    Ph                                               833                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 CCCF.sub.3                                                                      Ph                                               834                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CF.sub.3                                                                        Ph                                               835                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 Cl                                                                              Ph                                               836                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CH.sub.2 Br                                                                     Ph                                               837                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 OEt                                                                             Ph                                               838                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CH.sub.2 OMe                                                                    Ph                                               839                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPent                                                                           Ph                                               840                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cHex                                                                            Ph                                               841                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 -2,2-Cl.sub.2 -                                                                 Ph                                                                   cPr                                                        842                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 -2,2-Br.sub.2 -                                                                 Ph                                                                   cPr                                                        843                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 SMe                                                                             Ph                                               844                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 SOMe                                                                            Ph                                               845                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 SO.sub.2 Me                                                                     Ph                                               846                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CO.sub.2 Me                                                                     Ph                                               847                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CO.sub.2 Et                                                                     Ph        n.sub.D.sup.24.0 1.5066                848                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CH.sub.2 CO.sub.2 Me                                                            Ph                                               849                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 NMe.sub.2                                                                       Ph                                               850                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 NHMe                                                                            Ph                                               851                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CH.sub.2 NMe.sub.2                                                              Ph                                               852                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CONH.sub.2                                                                      Ph                                               853                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CONHMe                                                                          Ph                                               854                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CONMe.sub.2                                                                     Ph                                               855                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CHCHCF.sub.3                                                                    Ph                                               856                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CHCF.sub.2                                                                      Ph                                               857                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 C(Br)CH.sub.2                                                                   Ph                                               858                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CCCH.sub.3                                                                      Ph                                               859                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CH.sub.2 CCH                                                                    Ph                                               860                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 CCCF.sub.3                                                                      Ph                                               861                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-2-Cl   82-83                                  862                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-Br   89-90                                  863                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-2-Cl-4-F                                      864                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-2-Br-4-Me                                     865                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-Et                                          866                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OEt                                         867                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OiPr                                        868                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OCH.sub.2 CHCH.sub.2                                                                65-67                                  869                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OCH.sub.2 CCH                                                                       77-78                                  870                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-3-CF.sub.3                                                                            77-78                                  871                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-CF.sub.3                                                                            124-125                                872                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-CF.sub.2 CF.sub.2 H                         873                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OCF.sub.3                                                                           96-97                                  874                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OCF.sub.2 H                                 875                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OCF.sub.2 CF.sub.3                          876                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             Ph-4-OCF.sub.2 CF.sub.2 H                        877                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             1-Me-2-Pyrrolyl                                  878                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             1-Me-3-Pyrrolyl                                  879                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             2-Pyrrolyl                                       880                                                                               CF.sub.3                                                                          H  H  H   F   CH.sub.2 cPr                                                                             3-Pyrrolyl                                       881                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-2-Cl                                          882                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-Br                                          883                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-2-Cl-4-F                                      884                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-2-Br-4-CH.sub.3                               885                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-Et                                          886                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OEt                                         887                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OiPr                                        888                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OCH.sub.2 CHCH.sub.2                        889                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OCH.sub.2 CCH                               890                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-3-CF.sub.3                                    891                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-CF.sub.3                                    892                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-CF.sub.2 CF.sub.2 H                         893                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OCF.sub.3                                   894                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OCF.sub.2 H                                 895                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OCF.sub.2 CF.sub.3                          896                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             Ph-4-OCF.sub.2 CF.sub.2 H                        897                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             1-Me-2-Pyrrolyl                                  898                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             1-Me-3-Pyrrolyl                                  899                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             2-Pyrrolyl                                       900                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             3-Pyrrolyl                                       901                                                                               CF.sub.3                                                                          H  H  F   Br  CH.sub.2 cPr                                                                             Ph        n.sub.D.sup.22.0 1.5349                902                                                                               CF.sub.3                                                                          H  H  H   Et  CH.sub.2 cPr                                                                             Ph                                               903                                                                               CF.sub.3                                                                          H  H  H   nPr CH.sub.2 cPr                                                                             Ph                                               904                                                                               CF.sub.3                                                                          H  H  H   nBu CH.sub.2 cPr                                                                             Ph                                               905                                                                               CF.sub.3                                                                          H  H  H   tBu CH.sub.2 cPr                                                                             Ph                                               906                                                                               CF.sub.3                                                                          H  H  H   C.sub.2 F.sub.5                                                                    CH.sub.2 cPr                                                                             Ph                                               907                                                                               CF.sub.3                                                                          H  H  H   OEt CH.sub.2 cPr                                                                             Ph                                               908                                                                               CF.sub.3                                                                          H  H  H   OnPr                                                                               CH.sub.2 cPr                                                                             Ph                                               909                                                                               CF.sub.3                                                                          H  H  H   OiPr                                                                               CH.sub.2 cPr                                                                             Ph                                               910                                                                               CF.sub.3                                                                          H  H  H   OtBu                                                                               CH.sub.2 cPr                                                                             Ph                                               911                                                                               CF.sub.3                                                                          H  H  OEt F   CH.sub.2 cPr                                                                             Ph                                               912                                                                               CF.sub.3                                                                          H  H  OnPr                                                                               F   CH.sub.2 cPr                                                                             Ph                                               913                                                                               CF.sub.3                                                                          H  H  OiPr                                                                               F   CH.sub.2 cPr                                                                             Ph                                               914                                                                               CF.sub.3                                                                          H  H  OtBu                                                                               F   CH.sub.2 cPr                                                                             Ph                                               915                                                                               CF.sub.3                                                                          H  H  H   SOMe                                                                               CH.sub.2 cPr                                                                             Ph        n.sub.D.sup.23.3 1.5450                916                                                                               CF.sub.3                                                                          H  H  H   SO.sub.2 Me                                                                        CH.sub.2 cPr                                                                             Ph        144-146                                917                                                                               CF.sub.3                                                                          H  H  H   SEt CH.sub.2 cPr                                                                             Ph                                               918                                                                               CF.sub.3                                                                          H  H  H   S-iPr                                                                              CH.sub.2 cPr                                                                             Ph                                               919                                                                               CF.sub.3                                                                          H  H  SOMe                                                                               F   CH.sub.2 cPr                                                                             Ph                                               920                                                                               CF.sub.3                                                                          H  H  SO.sub.2 Me                                                                        F   CH.sub.2 cPr                                                                             Ph                                               921                                                                               CF.sub.3                                                                          H  H  SEt F   CH.sub.2 cPr                                                                             Ph                                               922                                                                               CF.sub.3                                                                          H  H  S-iPr                                                                              F   CH.sub.2 cPr                                                                             Ph                                               923                                                                               CF.sub.3                                                                          H  H  OCF.sub.3                                                                          F   CH.sub.2 cPr                                                                             Ph-4-OMe                                         924                                                                               CF.sub.3                                                                          H  H  OCF.sub.3                                                                          F   CH.sub.2 cPr                                                                             Ph-2-F                                           925                                                                               CF.sub.3                                                                          H  H  OCF.sub.3                                                                          F   CH.sub.2 cPr                                                                             Ph-4-F                                           926                                                                               CF.sub.3                                                                          H  H  OCF.sub.3                                                                          F   CH.sub.2 cPr                                                                             Ph                                               927                                                                               CF.sub.3                                                                          H  H  NO.sub.2                                                                           OCH.sub.3                                                                          CH.sub.2 cPr                                                                             Ph                                               928                                                                               CF.sub.3                                                                          H  H  NHAc                                                                               F   CH.sub.2 cPr                                                                             Ph                                               929                                                                               CF.sub.3                                                                          H  H  NH.sub.2                                                                           F   CH.sub.2 cPr                                                                             Ph                                               930                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 COOH                                                                            Ph        113-120                                931                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             2-imidazolyl                                     932                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             1-methyl-2-                                                                    imidazolyl                                       933                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             1-methyl-2-                                                                    oxazolyl                                         934                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             2-isoxazolyl                                     935                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             1-methyl-2-                                                                    isoxazolyl                                       936                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             2-pyrimidinyl                                    937                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             4,6-dimethyl-2-                                                                pyrimidinyl                                      938                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             2-thiazolyl                                      939                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             3-chloro-2-                                                                    thiazolyl                                        940                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             1-pyrazinyl                                      941                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             3-mrthyl-1-                                                                    pyrazinyl                                        942                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             3-pyridazinyl                                    943                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             3-methyl-4-                                                                    pyridazinyl                                      944                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             2-furyl                                          945                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             3-bromo-2-                                                                     furyl                                            946                                                                               CF.sub.3                                                                          H  H  F   F   CH.sub.2 cPr                                                                             4-thiazolyl                                      __________________________________________________________________________      ##STR12##                                                                      ##STR13##                                                                      ##STR14##                                                                      ##STR15##                                                                      ##STR16##                                                                      ##STR17##                                                                      ##STR18##                                                                      ##STR19##                                                                      ##STR20##                                                                      ##STR21##                                                                      ##STR22##                                                                      ##STR23##                                                                      ##STR24##                                                                

    TABLE 4                                                                        __________________________________________________________________________      ##STR25##                                                                                                          Physical const.                                                                mp. (°C.)/                         No.                                                                               X.sup.1                                                                           X.sup.2                                                                          X.sup.3                                                                          X.sup.4                                                                           X.sup.5                                                                           R.sup.1  r.sub.1                                                                            r.sub.2                                                                           R.sup.2                                                                             refractive index                          __________________________________________________________________________     947                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            OMe H  Ph   25.4-1.5069                               948                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            Me  H  Ph   25.5-1.5106                               949                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            Et  H  Ph   25.4-1.5003                               950                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            OMe CF.sub.3                                                                          Ph   25.5-1.4855                               951                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            F   H  Ph   25.5-1.5059                               952                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            Cl  H  Ph   25.5-1.5244                               953                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            SMe H  Ph   25.5-1.5220                               954                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            O      Ph   79-81                                     955                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            Me  Me Ph   25.6-1.5105                               956                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            F   F  Ph   50-52                                     957                                                                               CF.sub.3                                                                          H H F  F  CH.sub.2 cPr                                                                            NHMe                                                                               H  Ph                                             958                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            OMe H  Ph                                             959                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            Me  H  Ph                                             960                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            Et  H  Ph                                             961                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            OMe CF.sub.3                                                                          Ph                                             962                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            F   H  Ph                                             963                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            Cl  H  Ph                                             964                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            SMe H  Ph                                             965                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            O      Ph                                             966                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            Me  Me Ph                                             967                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            F   F  Ph                                             968                                                                               CF.sub.3                                                                          H H Cl F  CH.sub.2 cPr                                                                            NHMe                                                                               H  Ph                                             969                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            OMe H  Ph                                             970                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            Me  H  Ph                                             971                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            Et  H  Ph                                             972                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            OMe CF.sub.3                                                                          Ph                                             973                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            F   H  Ph                                             974                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            Cl  H  Ph                                             975                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            SMe H  Ph                                             976                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            O      Ph                                             977                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            Me  Me Ph                                             978                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            F   F  Ph                                             979                                                                               CF.sub.3                                                                          H H F  Cl CH.sub.2 cPr                                                                            NHMe                                                                               H  Ph                                             980                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            OMe H  Ph                                             981                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            Me  H  Ph                                             982                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            Et  H  Ph                                             983                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            OMe CF.sub.3                                                                          Ph                                             984                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            F   H  Ph                                             985                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            Cl  H  Ph                                             986                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            SMe H  Ph                                             987                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            O      Ph                                             988                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            Me  Me Ph                                             989                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            F   F  Ph                                             990                                                                               CF.sub.3                                                                          H H Cl Cl CH.sub.2 cPr                                                                            NHMe                                                                               H  Ph                                             991                                                                               CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            OMe H  Ph                                             992                                                                               CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            Me  H  Ph                                             993                                                                               CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            Et  H  Ph                                             994                                                                               CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            OMe CF.sub.3                                                                          Ph                                             995                                                                               CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            F   H  Ph                                             996                                                                               CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            Cl  H  Ph                                             997                                                                               CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            SMe H  Ph                                             998                                                                               CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            O      Ph                                             999                                                                               CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            Me  Me Ph                                             1000                                                                              CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            F   F  Ph                                             1001                                                                              CF.sub.3                                                                          H H H  F  CH.sub.2 cPr                                                                            NHMe                                                                               H  Ph                                             1002                                                                              CF.sub.3                                                                          H H F  F  Et       Me  H  Ph                                             1003                                                                              CF.sub.3                                                                          H H F  F  CH.sub.2 CCH                                                                            Me  H  Ph                                             1004                                                                              CF.sub.3                                                                          H H F  F  CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph                                             1005                                                                              CF.sub.3                                                                          H H F  F  Et       Me  H  Ph-4-OMe                                       1006                                                                              CF.sub.3                                                                          H H F  F  CH.sub.2 CCH                                                                            Me  H  Ph-4-OMe                                       1007                                                                              CF.sub.3                                                                          H H F  F  CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph-4-OMe                                       1008                                                                              CF.sub.3                                                                          H H F  Cl Et       Me  H  Ph                                             1009                                                                              CF.sub.3                                                                          H H F  Cl CH.sub.2 CCH                                                                            Me  H  Ph                                             1010                                                                              CF.sub.3                                                                          H H F  Cl CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph                                             1011                                                                              CF.sub.3                                                                          H H F  Cl Et       Me  H  Ph-4-OMe                                       1012                                                                              CF.sub.3                                                                          H H F  Cl CH.sub.2 CCH                                                                            Me  H  Ph-4-OMe                                       1013                                                                              CF.sub.3                                                                          H H F  Cl CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph-4-OMe                                       1014                                                                              CF.sub.3                                                                          H H Cl F  Et       Me  H  Ph                                             1015                                                                              CF.sub.3                                                                          H H Cl F  CH.sub.2 CCH                                                                            Me  H  Ph                                             1016                                                                              CF.sub.3                                                                          H H Cl F  CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph                                             1017                                                                              CF.sub.3                                                                          H H Cl F  Et       Me  H  Ph-4-OMe                                       1018                                                                              CF.sub.3                                                                          H H Cl F  CH.sub.2 CCH                                                                            Me  H  Ph-4-OMe                                       1019                                                                              CF.sub.3                                                                          H H Cl F  CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph-4-OMe                                       1020                                                                              CF.sub.3                                                                          H H Cl Cl Et       Me  H  Ph                                             1021                                                                              CF.sub.3                                                                          H H Cl Cl CH.sub.2 CCH                                                                            Me  H  Ph                                             1022                                                                              CF.sub.3                                                                          H H Cl Cl CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph                                             1023                                                                              CF.sub.3                                                                          H H Cl Cl Et       Me  H  Ph-4-OMe                                       1024                                                                              CF.sub.3                                                                          H H Cl Cl CH.sub.2 CCH                                                                            Me  H  Ph-4-OMe                                       1025                                                                              CF.sub.3                                                                          H H Cl Cl CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph-4-OMe                                       1026                                                                              CF.sub.3                                                                          H H H  F  Et       Me  H  Ph                                             1027                                                                              CF.sub.3                                                                          H H H  F  CH.sub.2 CCH                                                                            Me  H  Ph                                             1028                                                                              CF.sub.3                                                                          H H H  F  CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph                                             1029                                                                              CF.sub.3                                                                          H H H  F  Et       Me  H  Ph-4-OMe                                       1030                                                                              CF.sub.3                                                                          H H H  F  CH.sub.2 CCH                                                                            Me  H  Ph-4-OMe                                       1031                                                                              CF.sub.3                                                                          H H H  F  CH.sub.2 CH.sub.2 Cl                                                                    Me  H  Ph-4-OMe                                       1032                                                                              CF.sub.3                                                                          H H F  F  CH.sub.2 CN                                                                             H   H  Ph   77-80                                     1033                                                                              CF.sub.3                                                                          H H F  Cl CH.sub.2 CN                                                                             H   H  Ph                                             1034                                                                              CF.sub.3                                                                          H H F  F  CH.sub.2 CH(OEt).sub.2                                                                  H   H  Ph                                             1035                                                                              CF.sub.3                                                                          H H F  Cl CH.sub.2 CH(OEt).sub.2                                                                  H   H  Ph                                             1036                                                                              CF.sub.3                                                                          H H NO.sub.2                                                                          OEt                                                                               CH.sub.2 cPr                                                                            H   H  Ph   62-63                                     __________________________________________________________________________      *25.4-1.5069 means n.sub.D.sup.25.4 1.5069 (refractive index) in the abov      tables.                                                                  

¹ H-NMR data (CDCl₃, δ ppm from TMS); *1 Compound No. 346; 0.1˜0.2 (2H, m), 0.45˜0.55 (2H, m), 0.95˜1.1 (1H, m), 3.60 (2H, s), 3.8˜3.9 (2H, m), 3.82 (3H, s), 6.92 (2H, d), 7.1˜7.25 (3H, m), 7.51 (1H, dd), 8.53 (1H, brs)

The compounds of the present invention can show excellent fungicidal activity against wide varieties of fungi, and therefore, the compounds can be useful for plant disease control in the farming of agricultural and horticultural crops including ornamental flowers, turf and forage crops.

The examples for the plant diseases to be controlled with the compounds of the present invention are given in the following.

    ______________________________________                                         Paddy rice                                                                             Blast            (Pyricularia oryzae)                                          Sheath blight    (Rhizoctonia solani)                                          Bakanae disease  (Gibberella fujikuroi)                                        Helminthosporium leaf spot                                                                      (Cochliobolus miyabeanus)                             Barley  Loose smut       (Ustilago nuda)                                       Wheat   Scab             (Gibberella zeae)                                             Leaf rust        (Puccinia recondita)                                          Eye spot         (Pseudocercosporella                                                           herpotrichoides)                                              Glume blotch     (Leptosphaeria nodorum)                                       Powdery mildew   (Erysiphe graminis f. sp.                                                      tritici)                                                      Fusarium snow blight                                                                            (Micronectriella nivalis)                             Potato  Late blight      (Phytophthora infestans)                              Ground nut                                                                             Leaf spot        (Mycosphaerella aradius)                              Sugar beat                                                                             Cercospora leaf  (Cercospora beticola)                                         spot                                                                   Cucumber                                                                               Powdery mildew   (Sphaerotheca fuliginea)                                      Sclerotinia rot  (Sclerotinia                                                                   sclerotiorum)                                                 Gray mold        (Botrytis cinerea)                                            Downy mildew     (Pseudoperonospora                                                             cubensis)                                             Tomato  Leaf mold        (Cladosporium fulvum)                                         Late blight      (Phytophthora infestans)                              Egg plant                                                                              Black rot        (Corynespora melongenae)                              Onion   Gray-mold neck rot                                                                              (Botrytis allii)                                      Strawberry                                                                             Powdery mildew   (Sphaerotheca humuli)                                 Apple   Powdery mildew   (Podosphaera                                                                   leucotricha)                                                  Scab             (Venturia inaequalis)                                         Blossom blight   (Monilinia mali)                                      Persimmon                                                                              Anthracnose      (Gloeosporium kaki)                                   Peach   Brown rot        (Monilinia fructicola)                                Grape   Powdery mildew   (Uncinula necator)                                            Downy mildew     (Plasmopara viticola)                                 Pear    Rust             (Gymnosporangium                                                               asiaticum)                                                    Black spot       (Alternaria kikuchiana)                               Tea-plant                                                                              Leaf spot        (Pestalotia theae)                                            Anthracnose      (Colletotrichum                                                                theae-sinensis)                                       Orange  Scab             (Elsinoe fawcetti)                                            Blue mold        (Penicillium italicum)                                Turf    Sclerotinia snow blight                                                                         (Sclerotinia borealis)                                ______________________________________                                    

In recent years, it is known that various pathogenic fungi have developed their resistance to benzimidazole fungicides and ergosterol biosynthesis inhibitors and that such fungicides have been insufficient in their fungicidal effectiveness. Therefore, it is required to provide new compounds useful as a fungicide which are effective to the resistant-strain of such pathogenic fungi as well. The compounds of the present invention are the ones which can be a fungicide having excellent fungicidal effectiveness not only to the susceptible-strains of pathogenic fungi but also to the resistant-strains of pathogenic fungi to benzimidazole fungicides and ergosterol biosynthesis inhibitors.

For the preferable examples of plant diseases to be applied with the compounds of the present invention, powdery mildew on wheat, powdery mildew on cucumber, powdery mildew on strawberries, etc. can be given.

The compounds of the present invention can be utilized as an antifouling agent for preventing the adhesion of aqueous organisms to structures, such as the bottom of a ship and fishing nets, in water and sea.

Also, the compounds of the present invention can be contained in paints and fibers and thereby used as an antimicrobial agent for walls, bathtubs, shoes and clothes.

Furthermore, some of the compounds of the present invention can show insecticidal, acaricidal and herbicidal activities.

In the practical application of the compounds of the present invention obtained as described above, the compounds can be used in the state as it is without formulation, or, for the use as agricultural plant protection chemicals, the compounds can be applied in forms of general formulations for agricultural plant protection chemicals, such as wettable powders, granules, powders, emulsifiable concentrates, aqueous solutions, suspensions and flowables. For the additives and carriers to be used in the formulations described above, vegetable powders, such as soybean powder and wheat powder, mineral fine powders, such as diatomaceous earth, apatite, gypsum, talc, bentonite, pyrophyllite and clay, and organic and inorganic compounds, such as sodium benzoate, urea and Glauber's salt, can be used, when the compounds are formulated into solid formulations. Whereas, when the compounds are formulated into liquid formulations, petroleum fractions, such as kerosine, xylene and solvent naphtha, cyclohexane, cyclohexanone, dimethyl formamide, dimethyl sulfoxide, alcohols, acetone, trichloro ethylene, methylisobutyl ketone, mineral oils, vegetable oils and water, can be used as the solvent. In these formulations, surface active agents may be added to the formulations in order to make the formulations homogeneous and stable, if appropriate.

The content of the compound of the present invention as the active principle in the formulations is preferably in a range of from 5 to 70%.

The wettable powders, the emulsifiable concentrates and the flowable formulation comprising the compound of the present invention prepared as described above can be applied in a form prepared by diluting the formulations with water to the suspension or the emulsion at a desired concentrations, while the powders and the granules of the said compound can be directly applied to plants without dilution.

The compounds of the present invention can demonstrate sufficient effectiveness on plant diseases independently, however, it is also possible to use the said compound in admixing with 1 or more of other fungicides, insecticides, acaricides or synergists.

The followings are the examples for the fungicides, insecticides, acaricides, nematocides and plant growth regulators, those which are usable in admixing with the compounds of the present invention.

Fungicides:

Copper-based fungicides:

Basic copper chloride, basic copper sulfate, etc.

Sulphur-based fungicides:

Thiram, maneb, mancozeb, polycarbamate, propineb, ziram, zineb, etc.

Polyhaloalkylthio fungicides:

Captan, dichlofluanid, folpet, etc.

Organochlorine fungicides:

Chlorothalonil, fthalide, etc.

Organophosphorous fungicides:

IBP, EDDP, tolclofos-methyl, pyrazophos, fosetyl-Al, etc.

Benzimidazole fungicides:

Thiophanate-methyl, benomyl, carbendazim, thiabendazole, etc.

Dicarboxyimide fungicides:

Oxycarboxine, mepronyl, flutolanil, techlofthalam, trichlamide, pencycuron, etc.

Acyl alanine fungicides:

Metalaxyl, oxadixyl, furalaxyl etc.

EBI fungicides:

Triadimefon, triadomenol, bitertanol, microbutanil, hexaconazol, propiconazole, triflumizole, procloraz, peflazoate, fenarimol, pyrifenox, trifolin, flusilazole, etaconazole, diclobutrazol, fluotrimazole, flutriafen, penconazole, diniconazole, cyproconazole, imazalil, tridemorph, fenpropimorph, buthiobate, etc.

Antibiotics:

Polyoxin, blasticidin-S, kasugamycin, validamycin, streptomycin sulfate, etc.

Others:

Propamocarb hydrochloride salt, quintozene, hydroxyisoxazole, metasulfocarb, anilazine, isoprothiolane, probenazole, quinomethionate, dithianone, dinocap, dichlomezine, mepaniprim, ferimzone, fluazinam, pyroquilon, tricyclazole, oxolinic acid, dithianone, iminoctazine acetate salt, cymoxanil, pyrrolenitrine, metasulfocarb, diethofencarb, binapacryl, lecithin, sodium hydrogencarbonate, fenaminosulf, dodine, dimethomorph, fenazine oxide, etc.

Insecticides and Acaricides:

Organophosphorous and carbamate insecticides:

Fenthion, fenitrothion, diazinon, chlorpyrifos, ESP, vamidothion, fenthoate, dimethoate, formothion, malathon, trichlorfon, thiometon, phosmet, dichlorvos, acephate, EPBP, methyl parathion, oxydimeton methyl, ethion, salithion, cyanophos, isoxathion, pyridafenthion, phosalon, methydathion, sulprofos, chlorfenvinphos, tetrachlorvinphos, dimethylvinphos, propaphos, isofenphos, ethylthiometon, profenofos, pyraclophos, monocrotophos, azinphos methyl, aldicarb, methomyl, thiodicarb, carbofuran, carbosulfan, benfuracarb, furathiocarb, propoxur, BPMC, MTMC, MIPC, carbaryl, pirimicarb, ethiofencarb, fenoxycarb, cartap, thiocyclam, bensultap, etc.

Pyrethroid insecticides:

Permethrin, cypermethrin, deltamethrin, fenvalerate, fenpropathrin, pyrethrin, allethrin, tetramethrin, resmethrin, dimethrin, propathrin, fenothrin, prothrin, fluvalinate, cyfluthrin, cyhalothrin, flucythrinate, ethofenprox, cycloprothrin, tralomethrin, silafluophen, brofenprox, acrinathrin, etc.

Benzoyl urea-based insecticides and others:

Diflubenzuron, chlorfluazuron, hexaflumuron, triflumuron, tetrabenzuron, flufenoxuron, flucycloxuron, buprofezin, pyriproxyfen, methoprene, benzoepin, diaphenthiuron, imidacloprid, fipronil, nicotine sulfate, rotenone, meta-aldehyde, machine oil, Bacillus thuringiensis, microbial insecticides such as insect-pathogenic viruses, etc.

Nematocides:

Fenamiphos, phosthiazate, etc.

Acaricides:

Chlorbenzilate, phenisobromolate, dicofol, amitraz, BPPS, benzomate, hexythiazox, fenbutatin oxide, polynactin, quinomethionate, CPCBS, tetradifon, avermectin, milbemectin, chlofentezin, cyhexatin, pyridaben, fenpyroxymate, tebufenpyrad, pyrimidifen, fenothiocarb, dienochlor, etc.

Plant Growth Regulators:

Gibberellines (Gibberelline A₃, Gibberelline A₄, Gibberelline A₇, etc.), IAA, and NAA.

Now, the examples of the formulations comprising the compound of the present invention are described hereinbelow, however, it should be noted that the type and the rate of the additives shall not be limited to the ones described in the examples and can be replaced by wide range of other additives and/or carriers. In the examples hereinbelow, a part mentioned in each of the formulation examples represents a part by weight.

EXAMPLE 3

Wettable Powder

The compound of the present invention 40 parts

Diatomaceous earth 53 parts

Sulfuric acid ester of higher alcohol 4 parts

Alkyl naphthalene sulfonate 3 parts

All components are admixed and micronized to fine powder, thereby affording the wettable powder formulation containing the active principle at a concentration of 40%.

EXAMPLE 4

Emulsifiable Concentrate

The compound of the present invention 30 parts

Xylene 33 parts

Dimethyl formamide 30 parts

Polyoxy ethlene alkylally ether 7 parts

All components are admixed and then dissolved into a solution, thereby affording the emulsifiable concentrate formulation containing the active principle at a concentration of 30%.

EXAMPLE 5

Dust Formulation

The compound of the present invention 10 parts

Talc 89 parts

Polyoxy ethlene alkylally ether 1 parts

All components are admixed and pulverized to fine dusting powder, thereby affording the dust formulation containing the active principle at a concentration of 10%.

EXAMPLE 6

Granular Formulation

The compound of the present invention 5 parts

Clay 73 parts

Bentonite 20 parts

Sodium salt of dioctylsulfosuccinate 1 part

Sodium phosphate 1 part

All components are admixed, pulverized and then kneaded thoroughly while adding water, and then further granulated and dried, thereby affording the granular formulation containing the active principle at a concentration of 5%.

EXAMPLE 7

Suspension

The compound of the present invention 10 parts

Sodium lignin sulfonate 4 parts

Sodium dodecyl benzene sulfonate 1 part

Xanthane Gum 0.2 part

Water 84.8 parts

All components are admixed and subjected to wet grinding up to the particle size of less than 1μ, thereby affording the suspension containing the active principle at a concentration of 10%.

Now, the usefulness of the compounds of the present invention as the active principle of a plant protection chemical for controlling various plant diseases is shown in Test Examples described hereinbelow. The effectiveness of the compounds on plant disease control were assessed basing on the pathological changes in the state of plants provided, namely the degree of disease-induced lesion on leaves, stems and other parts of the plants was visually observed, respectively. The assessment was conducted by giving scores in effectiveness on plant diseases to each test plots as the following.

Score, 5; If no lesion were observed.

Score, 4; If the degree of the lesion observed were approximately 10% of the degree in the untreated plot.

Score, 3; If the degree of the lesion observed were approximately 25% of the degree in the untreated plot.

Score, 2; If the degree of the lesion observed were approximately 50% of the degree in the untreated plot.

Score, 1; If the degree of the lesion observed were approximately 75% of the degree in the untreated plot.

Score, 0; If the degree of the lesion observed were almost same as the degree in the untreated plot.

Test Example 1: Preventive Control Efficacy Test on Wheat Powdery Mildew

To young seedlings of wheat (Variety: Chihoku) grown in an unglazed pot, the emulsion at a concentration of 12.5 ppm prepared from the emulsifiable concentrate comprising the compound of the present invention were sprayed throughly. After the spraying, the seedlings were dried under natural condition and then inoculated by means of sprinkling with the conidia of the fungus causing wheat powdery mildew (Erysiphe graminia f. sp. tritici) and placed in a greenhouse maintained at around 20° C. for 7 days in order to complete the infection. Appearance of the lesion on leaves cause by the disease was assessed and compared with the lesion on leaves in the untreated plot, thereby evaluating the preventive efficacy of the compound to the disease. The results are shown in Table 5.

Test Example 2: Preventive Control Efficacy Test on Cucumber Powdery Mildew

To young seedlings of cucumber (Variety: Sagami-Hanjiro) grown in an unglazed pot, the emulsion at a concentration of 12.5 ppm prepared from the emulsifiable concentrate comprising the compound of the present invention were sprayed. After the spraying, the seedlings were dried under natural condition and then inoculated by means of sprinkling with the conidia of the fungus causing cucumber powdery mildew (Sphaerotheca fuliginea) and placed in a temperature-controlled room maintained at around 25° C. for 11 days in order to complete the infection. Appearance of powdery mildew-causing lesion on the leaves whereto the compound was sprayed was assessed and compared with the lesion appeared on leaves in the untreated plot, thereby evaluating the preventive efficacy of the compound to the disease. The results are shown in Table 5.

As shown in Table 5, it is demonstrated that the compounds of the present invention can show superior preventive control efficacy to not only wheat powdery mildew but also cucumber powdery mildew in comparison with other compounds tested.

Test Example 3: Test on Cucumber Powdery Mildew Control with Vapour

10 μl of the emulsion at a concentration of 500 ppm prepared from the emulsifiable concentrate comprising the compound of the present invention were fed dropwise onto round aluminium foils each having a diameter of 1 cm and dried at room temperature under natural condition.

The aluminium foils were then fixed on the upper side of the leaves of cucumber seedlings (Variety: Sagami-Hanjiro) grown in an unglazed pot. After 24 hours, the cucumber leaves were inoculated by means of sprinkling with the conidia of the fungus causing cucumber powdery mildew (Sphaerotheca fuliginea) and placed in a temperature-controlled room maintained at around 25° C. for 11 days in order to complete the infection. Appearance of powdery mildew-causing lesion on the leaves placed with the aluminium foil was assessed and compared with the lesion appeared on the leaves in the untreated plot. The control efficacy with the vapour of the compound to the disease was confirmed in case that disease lesion-free circle having a diameter of more than 2 cm is formed around the aluminium foil fixed on a leaf. The results are shown in Table 5.

On the other hand, other compounds for the comparison, which are disclosed in Japanese Patent Laid-opened No. Hei 2-6453 (see Table 5), did not show the control efficacy with the vapour to the disease.

Since the compounds of the present invention have vapour action, it is suggested that the compound of the present invention can show plant disease control efficacy even in the inner space of leaves and fruits of crops whereto spraying of a fungicide in even condition is generally rather difficult.

                  TABLE 5                                                          ______________________________________                                                 Concentration                                                                  of active  Wheat      Cucumber                                                 ingredient Powdery    Powdery                                                                               Vapar                                     No.     (ppm)      mildew     mildew action                                    ______________________________________                                         1       12.5       5          5                                                3       12.5       5          5                                                4       12.5       5          5                                                5       12.5       5          5                                                6       12.5       5          5                                                7       12.5       4          5                                                8       12.5       5          5                                                9       12.5       5          5                                                10      12.5       4          5                                                11      12.5       5          5                                                12      12.5       5          5                                                13      12.5       5          5                                                18      12.5       2          4                                                19      12.5       4          5                                                20      12.5       4          5                                                22      12.5       5          5                                                24      12.5       5          5      good                                      25      12.5       5          5                                                27      12.5       5          5                                                28      12.5       4          4                                                29      12.5       4          4                                                30      12.5       5          4                                                32      12.5       4          4                                                33      12.5       3          5                                                34      12.5       4          5      good                                      35      12.5       5          5      good                                      36      12.5       5          4                                                37      12.5       4          5      good                                      38      12.5       5          4                                                39      12.5       5          5      good                                      42      12.5       5          5      good                                      43      12.5       5          5      good                                      44      12.5       5          5      good                                      45      12.5       4          4                                                46      12.5       5          5                                                47      12.5       5          5      good                                      48      12.5       5          5      good                                      49      12.5       5          5                                                50      12.5       5          5      good                                      51      12.5       5          5      good                                      52      12.5       5          5      good                                      53      12.5       5          5                                                54      12.5       5          5      good                                      55      12.5       5          5                                                56      12.5       5          5      good                                      57      12.5       5          5      good                                      58      12.5       4          4                                                59      12.5       4          4                                                60      12.5       4          5                                                62      12.5       4          5                                                64      12.5       4          4                                                65      12.5       5          5                                                66      12.5       5          5                                                68      12.5       5          5                                                71      12.5       5          4                                                74      12.5       5          5                                                82      12.5       5          5                                                96      12.5       5          5      good                                      99      12.5       5          5      good                                      105     12.5       5          5      good                                      112     12.5       5          5      good                                      113     12.5       5          5      good                                      114     12.5       4          5                                                115     12.5       4          5                                                140     12.5       3          5      good                                      149     12.5       5          5      good                                      156     12.5       5          5      good                                      157     12.5       5          5      good                                      209     12.5       4          4                                                211     12.5       4          4                                                212     12.5       5          5                                                234     12.5       5          5      good                                      239     12.5       5          5      good                                      240     12.5       5          5      good                                      241     12.5       5          5      good                                      242     12.5       5          5      good                                      255     12.5       5          5      good                                      258     12.5       5          5      good                                      260     12.5       5          5      good                                      262     12.5       5          5      good                                      263     12.5       5          5                                                264     12.5       5          5      good                                      266     12.5       5          5                                                267     12.5       5          5      good                                      268     12.5       5          5                                                269     12.5       5          5      good                                      270     12.5       5          5      good                                      271     12.5       5          5                                                272     12.5       5          5      good                                      273     12.5       5          5      good                                      274     12.5       5          5                                                275     12.5       5          5                                                276     12.5       5          4                                                277     12.5       5          5                                                279     12.5       5          5      good                                      280     12.5       5          5                                                286     12.5       5          5                                                287     12.5       5          5                                                288     12.5       5          5                                                289     12.5       5          5                                                290     12.5       5          5      good                                      293     12.5       4          5                                                304     12.5       5          5                                                307     12.5       5          5                                                309     12.5       5          5      good                                      311     12.5       5          5      good                                      312     12.5       5          5                                                313     12.5       5          5      good                                      315     12.5       5          5                                                316     12.5       5          5                                                319     12.5       5          5      good                                      320     12.5       5          5                                                321     12.5       5          5                                                322     12.5       5          5                                                323     12.5       5          5                                                324     12.5       4          4                                                326     12.5       5          5                                                328     12.5       5          5      good                                      333     12.5       5          5      good                                      346     12.5       5          4                                                347     12.5       4          4                                                348     12.5       3          4                                                349     12.5       4          5                                                351     12.5       5          4      good                                      352     12.5       5          4      good                                      353     12.5       5          4      good                                      364     12.5       5          5      good                                      367     12.5       5          5      good                                      368     12.5       5          5      good                                      370     12.5       5          5      good                                      371     12.5       5          5      good                                      372     12.5       5          5      good                                      373     12.5       5          5      good                                      374     12.5       5          5      good                                      375     12.5       5          5      good                                      376     12.5       5          5      good                                      377     12.5       5          5      good                                      378     12.5       5          5                                                379     12.5       5          5      good                                      381     12.5       5          5      good                                      383     12.5       5          5      good                                      386     12.5       5          5      good                                      389     12.5       5          5      good                                      391     12.5       5          5                                                392     12.5       5          5      good                                      393     12.5       5          5      good                                      395     12.5       5          5      good                                      396     12.5       5          5      good                                      399     12.5       4          5                                                400     12.5       5          5                                                401     12.5       5          5      good                                      402     12.5       5          5      good                                      403     12.5       5          5      good                                      404     12.5       5          5      good                                      405     12.5       5          5      good                                      406     12.5       5          5      good                                      407     12.5       5          5      good                                      408     12.5       5          5      good                                      409     12.5       5          5                                                410     12.5       5          5                                                413     12.5       5          5      good                                      414     12.5       5          5      good                                      415     12.5       5          5      good                                      429     12.5       5                                                           430     12.5       5                                                           442     12.5       5          5      good                                      445     12.5       5          5      good                                      447     12.5       5          5      good                                      451     12.5       5          5      good                                      453     12.5       5          5      good                                      454     12.5       5          5      good                                      455     12.5       5          5      good                                      456     12.5       5          5      good                                      457     12.5       5          5      good                                      458     12.5       5          5      good                                      459     12.5       5          5      good                                      508     12.5       5          5                                                694     12.5       5                                                           861     12.5       4                                                           868     12.5       4                                                           937     12.5       4                                                           Reference:                                                                             ##STR26##                                                              12.5           5          1                                                    ______________________________________                                    

Industrial Applicability

The compounds of the present invention have excellent fungicidal effectiveness, and therefore, are useful as a fungicide for agricultural and horticultural use. 

What is claimed is:
 1. Benzamidoxime derivatives represented by the formula I!: ##STR27## wherein R¹ is unsubstituted or substituted C₁ -C₄ alkyl, unsubstituted or substituted C₂ -C₄ alkenyl or unsubstituted or substituted C₂ -C₄ alkynyl,R² is phenyl optionally having substituents, X¹ is C₁ -C₄ haloalkyl, X², X³, X⁴ and X⁵ are each independently hydrogen, halogen, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ alkylthio, C₁ -C₄ alkylsulfinyl, C₁ -C₄ alkylsulfonyl, nitro, amino or C₁ -C₄ alkylcarbonylamino, and r₁ and r₂ are each independently hydrogen, halogen, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ alkylthio or amino, or r₁ and r₂ may form carbonyl in together.
 2. Benzamidoxime derivatives represented by the formula I'!: ##STR28## wherein R¹ is straight-chain or branched C₁ -C₄ alkyl; a group represented by a general formula, R³ CH₂, wherein R³ is a group selected from a group consisting of C₃ -C₈ cycloalkyl, C₁ -C₃ haloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ alkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ alkoxycarbonyl, cyano, amino, C₁ -C₃ monoalkylamino, C₁ -C₃ dialkylamino, acylamino and cyano; C₂ -C₄ alkenyl or C₂ -C₄ alkynyl,R² is phenyl optionally having one or more substituents selected from a group consisting of halogen, C₁ -C₃ alkyl, C₁ -C₃ alkoxy, C₁ -C₃ haloalkyl and C₁ -C₃ haloalkoxy; X¹ is C₁ -C₄ haloalkyl, X², X³, X⁴ and X⁵ are each independently hydrogen, halogen, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ alkylthio, C₁ -C₄ alkylsulfinyl, C₁ -C₄ alkylsulfonyl, nitro, amino or C₁ -C₄ alkylcarbonylamino, and r₁ and r₂ are each independently hydrogen, halogen, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ alkylthio or amino, or r₁ and r₂ may form carbonyl in together.
 3. A fungicide for argricultural and horticultural use, comprising one or more of the benzamidoxime derivatives represented by the formula (I) in claim 1 wherein R¹, X¹, X², X³, X⁴, X⁵, R², r₁ and r₂ are as defined in claim 1 as the active principle and a carrier.
 4. Benzamidoxime derivatives represented by the formula (I'): ##STR29## wherein R¹ is C₁ -C₄ alkyl or R³ CH₂, wherein R³ is C₃ -C₈ cycloalkyl, C₁ -C₃ haloalkyl, C₁ -C₃ alkoxy, C₁ -C₃ alkylthio, C₁ -C₃ alkylsulfinyl, C₁ -C₃ alkylsulfonyl, C₁ -C₃ alkoxycarbonyl, cyano, amino, C₁ -C₃ monoalkylamino, C₁ -C₃ dialkylamino, C₂ -C₄ alkenyl, C₂ -C₄ haloalkenyl or C₂ -C₄ alkynyl,R² is phenyl which may be substituted by halogen, C₁ -C₃ alkyl, C₁ -C₄ alkoxy, C₂ -C₄ alkenyloxy, C₂ -C₄ alkynyloxy, C₁ -C₄ haloalkyl or C₁ -C₄ haloalkoxy, X¹ is C₁ -C₄ haloalkyl, X², X³, X⁴ and X⁵ are each independently hydrogen, halogen, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ haloalkoxy, C₁ -C₄ alkylthio, C₁ -C₄ alkylsulfinyl, C₁ -C₄ alkylsulfonyl, nitro, amino or C₁ -C₄ alkyl-carbonylamino, and r₁ and r₂ are each independently hydrogen, halogen, C₁ -C₄ alkyl, C₁ -C₄ haloalkyl, C₁ -C₄ alkoxy, C₁ -C₄ alkylthio or amino, or r₁ and r₂ together may form carbonyl.
 5. Benzamidoxime derivatives according to claim 4, wherein X¹ is trifluoromethyl, and r₁, r₂ and X³ are hydrogen. 